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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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6-Hydroxymethylindole → 7-(Cyclopropylamino)-5-[6-(hydroxymethyl)indol-1-yl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 733
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HRID 733 반응식
N#Cc1cnn2c(NC3CC3)cc(Cl)nc12.OCc1ccc2cc[nH]c2c1>CC(=O)N(C)C.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].[Pd]>N#Cc1cnn2c(NC3CC3)cc(-n3ccc4ccc(CO)cc43)nc12
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참가 물질

7

반응물 2

HCID 27734596-HydroxymethylindoleHCID 898271735-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

생성물 1

HCID 706927757-(Cyclopropylamino)-5-[6-(hydroxymethyl)indol-1-yl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile수율 47.5%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약
HCID 636044
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
촉매
HCID 9811564Bis(dibenzylideneacetone)palladium촉매
HCID 31374Dimethylacetamide용매

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온도
150 °C

실험 절차

In a 40mL vial (t=g) was 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (50 mg, 0.21 mmol), [Reactants], and cesium carbonate (77 mg, 0.24 mmol) in DMA (0.5 mL) ([VOLUME]),Pd2(dba)3 (9.80 mg, 10.70 µmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (12.38 mg, 0.02 mmol) were added. to give a brown suspension. The vial was filled with N2, 150C microwave for 30 min. LCMS showed completion. added MeOH (3 mL), filtered through celite. concentrated. The residue was purified by ISCO (Hexane to EtOAc:Hex=1;1 to EtOAc) to give about 34 mg offwhite solid

출처 및 근거

ORD 기록
ord-e0d4157f08c0492097a16f50798a4aa4
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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