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(1-methyl-1H-indazol-4-yl)methanol

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CAS:1092961-12-0
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(1-methyl-1H-indazol-4-yl)methanol Basic information
Product Name:(1-methyl-1H-indazol-4-yl)methanol
Synonyms:(1-methyl-1H-indazol-4-yl)methanol;4-(Hydroxymethyl)-1-methyl-1H-indazole;4-(Hydroxymethyl)-1-methyl-1H-indazole 97%;1H-Indazole-4-methanol, 1-methyl-;1-Methyl-1H-indazole-4-methanol;1-Methyl-1H-indazol-4-methanol
CAS:1092961-12-0
MF:C9H10N2O
MW:162.19
EINECS:
Product Categories:
Mol File:1092961-12-0.mol
(1-methyl-1H-indazol-4-yl)methanol Structure
(1-methyl-1H-indazol-4-yl)methanol Chemical Properties
storage temp. Sealed in dry,Room Temperature
form solid
AppearanceWhite to off-white Solid
InChI1S/C9H10N2O/c1-11-9-4-2-3-7(6-12)8(9)5-10-11/h2-5,12H,6H2,1H3
InChIKeyLYPYZKKPXUWCKT-UHFFFAOYSA-N
SMILESOCC1=C2C(N(N=C2)C)=CC=C1
Safety Information
HS Code 2933998090
Storage Class11 - Combustible Solids
MSDS Information
(1-methyl-1H-indazol-4-yl)methanol Usage And Synthesis
Synthesis
1-Methyl-1H-indazole-4-carbaldehyde

1053655-56-3

(1-methyl-1H-indazol-4-yl)methanol

1092961-12-0

General procedure for the synthesis of (1-methyl-1H-indazol-4-yl)methanol from 1-methyl-1H-indazole-4-carboxaldehyde: To a solution of 1-methyl-1H-indazole-4-carboxaldehyde (180 mg, 1.12 mmol) in tetrahydrofuran (THF, 10 mL) was added sodium borohydride (NaBH4, 85 mg, 2.24 mmol) in batches at room temperature. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, it was acidified to pH 3 with dilute hydrochloric acid and extracted with ethyl acetate (EtOAc). The organic layers were combined, washed sequentially with saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the crude product (1-methyl-1H-indazol-4-yl)methanol (191 mg), which could be used for the next reaction without further purification.

References[1] Patent: WO2013/102142, 2013, A1. Location in patent: Paragraph 0159
[2] Patent: WO2013/102145, 2013, A1. Location in patent: Paragraph 0213
[3] Patent: US2015/344483, 2015, A1. Location in patent: Paragraph 0416; 0417
(1-methyl-1H-indazol-4-yl)methanol Preparation Products And Raw materials
Raw materials1-Methyl-1H-indazole-4-carbaldehyde-->Sodium borohydride-->Tetrahydrofuran
Preparation Products4-(Chloromethyl)-1-methyl-1H-indazole
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