3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine 구조식 이미지
카스 번호:
330786-24-8
상품명:
3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine
동의어(영문):
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine;4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidine;ibrutinib N-2;Ibrutinib INT1;Ilutinib impurity 8;Ibrutinib Impurity 8;Ibrutinib Impurity 46;Ibrutinib intermediate;3-d]pyriMidin-4-ylaMine;Ibrutinib intermediate 2
CBNumber:
CB72648137
분자식:
C17H13N5O
포뮬러 무게:
303.32
MOL 파일:
330786-24-8.mol

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine 속성

녹는점
>262oC (dec.)
끓는 점
577.4±50.0 °C(Predicted)
밀도
1.380±0.06 g/cm3(Predicted)
저장 조건
Keep in dark place,Inert atmosphere,Room temperature
용해도
DMSO(약간 용해됨), 에탄올(약간 용해됨)
산도 계수 (pKa)
10.40±0.30(Predicted)
물리적 상태
고체
물리적 상태
단단한 모양
색상
옅은 갈색에서 갈색까지
InChI
InChI=1S/C17H13N5O/c18-16-14-15(21-22-17(14)20-10-19-16)11-6-8-13(9-7-11)23-12-4-2-1-3-5-12/h1-10H,(H3,18,19,20,21,22)
InChIKey
YYVUOZULIDAKRN-UHFFFAOYSA-N
SMILES
C1=NC(N)=C2C(C3=CC=C(OC4=CC=CC=C4)C=C3)=NNC2=N1
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine C화학적 특성, 용도, 생산

개요

5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine, also known as ibrutinib N-2, is a light brown solid. It can be prepared from 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine and 4-phenoxybenzeneboronicacid by Suzuki coupling reaction[1]. Ibrutinib N-2 is often used in the preparation of the marketed drug PCI-32765 (IMBRUVICAVR)[2]. PCI-32765 is aIbrutinib -BTK inhibitor and can be used as an anticancer drug to treat B cell cancers like mantle cell lymphoma and chronic lymphocytic leukemia.

용도

As Ibrutinib intermediates, 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development and chemical production processes.

주요 응용

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine is an intermediate for the synthesis of ibrutinib, which is mainly used in drug synthesis and related experimental studies.

Synthesis

Synthesis_330786-24-8
2 g of 3-iodo-4-aminopyrazolo[3,4-d]pyrimidine (7.7 mmol),3.28 g p-phenoxybenzeneboronic acid (15.4 mmol)And 5.28 g of K3PO4 (23.0 mmol) were dissolved in 25 mL of dioxane and 10 mL of water.After stirring for 5-8 minutes, argon gas was passed for 20 minutes.An additional 1.4 g of tetrakis(triphenylphosphine)palladium (1.2 mmol) was added.After heating again for 10 minutes, the heating was started, and the reaction was carried out at 120 ?? C for 24 hours.After the reaction was completed, it was cooled to room temperature, stirred for 24 hours to wait for product to precipitate, and the reaction mixture was washed with 25 mL of water and filtered.The filtered solid was again washed with 75 ml of methanol, washed with 50 mL of ethanol, and dried in a dry box.There was obtained 1.75 g of 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine in a yield of 75%.

참고 문헌

[1] Rampalli, S, et al. Process for the Preparation of Ibrutinib. PCT Int. Appl. 2017; 134588.
[2] Dasar G, et al. One-step synthesis of magnetically recyclable palladium loaded magnesium ferrite nanoparticles: application in synthesis of anticancer drug PCI-32765. Inorganic and Nano-Metal Chemistry, 2020; 50.

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine 준비 용품 및 원자재

원자재

준비 용품


3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine 공급 업체

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