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Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate

CAS No.
64951-07-1
Chemical Name:
Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate
Synonyms
Nsc296230;ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE;ethyl imidazo[1,2-a]pyrimidine-7-carboxylate;ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE ISO 9001:2015 REACH
CBNumber:
CB72460700
Molecular Formula:
C9H9N3O2
Molecular Weight:
191.19
MDL Number:
MFCD10698087
MOL File:
64951-07-1.mol
MSDS File:
SDS
Last updated:2026-05-28 02:41:48
Product description Number Pack Size Price
Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate PCA95107 5g $472
Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% OR110094 100mg $36
Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% OR110094 250mg $37
Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% OR110094 1g $55
Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% OR110094 5g $266

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate Properties

Density 1.33±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka 2.70±0.30(Predicted)
Appearance White to off-white Solid
InChI InChI=1S/C9H9N3O2/c1-2-14-8(13)7-6-11-9-10-4-3-5-12(7)9/h3-6H,2H2,1H3
InChIKey FGZMTIBNGQUEDE-UHFFFAOYSA-N
SMILES C12=NC=C(C(OCC)=O)N1C=CC=N2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P280
HS Code  2933599590

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate price More Price(63)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth PCA95107 Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate 64951-07-1 5g $472 2026-06-04 Buy
Apolloscientific OR110094 Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% 64951-07-1 100mg $36 2026-06-04 Buy
Apolloscientific OR110094 Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% 64951-07-1 250mg $37 2026-06-04 Buy
Apolloscientific OR110094 Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% 64951-07-1 1g $55 2026-06-04 Buy
Apolloscientific OR110094 Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate >95% 64951-07-1 5g $266 2026-06-04 Buy
Product number Packaging Price Buy
PCA95107 5g $472 Buy
OR110094 100mg $36 Buy
OR110094 250mg $37 Buy
OR110094 1g $55 Buy
OR110094 5g $266 Buy

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate Chemical Properties,Uses,Production

Synthesis

2-Aminopyrimidine

109-12-6

Ethyl bromopyruvate

70-23-5

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate

64951-07-1

IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER

64951-06-0

2-Aminopyrimidine (5 g, 52.6 mmol) and ethyl 3-bromopyruvate (90% purity, 7.35 mL, 52.6 mmol) were dissolved in ethanol (80 mL) and the reaction mixture was heated to 75°C for 16 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and diluted with an aqueous solution of dichloromethane (CH2Cl2) and saturated sodium bicarbonate (NaHCO3). The organic layer was washed twice with saturated aqueous NaHCO3 and the aqueous layer was extracted three times with CH2Cl2. The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure. The brown oil obtained was suspended in cold CH2Cl2, filtered, and the filter cake was washed with cold CH2Cl2 to give ethyl imidazo[1,2-a]pyrimidine-2-carboxylate (3 g, 30% yield) as a light yellow oil. The mother liquor contained a mixture of ethyl imidazo[1,2-a]pyrimidine-2-carboxylate and ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (6 g, 60% yield) as a viscous black oil. This black oil was first purified by silica gel column chromatography and then recrystallized from ethyl acetate (EtOAc) to give pure ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (2 g, 20% yield). For the 2-isomer: 1H NMR (500 MHz, CDCl3) δ 8.69 (dd, J = 2.2,6.6 Hz, 1H), 8.67 (dd, J = 2.2,4.4 Hz, 1H), 8.22 (s, 1H), 7.01 (dd, J = 3.9,6.6 Hz, 1H), 4.46 (q, J = 7.2 Hz, 2H). 1.43 (t, J = 7.2Hz, 3H).13C NMR (500MHz, CDCl3) δ162.8,152.2,147.8,137.7,134.4,115.3,110.0,61.2,14.2.HPLC-MS Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100% B, 4 min, 1 min hold time, A = 90% water, 10% methanol, 0.1% TFA, B = 10% water, 90% methanol, 0.1% TFA, RT = 0.99 min, 95% homogeneity index.LCMS: Analysis. Calculated.Measured result for C9H9N3O2 191.07 Measured value: 192.13 (M + H)+. For the 3-isomer: HPLC Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100% B, 4 min, 1 min retention time, A = 90% water, 10% methanol, 0.1% TFA, B = 10% water, 90% methanol, 0.1% TFA, RT = 1.39 min, 100% homogeneity index. lcms: calc. 191.07 measured value for C9H9N3O2: 192.19 (M + H)+.

References

[1] Patent: WO2006/71752, 2006, A1. Location in patent: Page/Page column 83
[2] European Journal of Medicinal Chemistry, 1994, vol. 29, # 4, p. 279 - 286
[3] European Journal of Medicinal Chemistry, 1991, vol. 26, # 1, p. 13 - 18
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5620 - 5628
[5] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00266

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate Suppliers

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Accendatech Co., Ltd.
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View Lastest Price from Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE pictures 2025-06-25 ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE
64951-07-1
$1.10 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd

Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate Spectrum

Nsc296230 ethyl imidazo[1,2-a]pyrimidine-7-carboxylate ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE ISO 9001:2015 REACH 64951-07-1