1,2-Dichloroethane → 7-[(3R)-3-[(1,1-Dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoyl]-2-(ethylthio)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

HRID 1272383노트

반응식

HRID 1272383 반응식
Cl.[CH2:2]([S:4][C:5]1[N:6]=[CH:7][C:8]2[CH2:14][CH2:13][NH:12][CH2:11][C:9]=2[N:10]=1)[CH3:3].[CH3:15][C:16]([CH3:36])([O:18][C:19]([NH:21][C@H:22]([CH2:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1[F:35])[CH2:23][C:24](O)=[O:25])=[O:20])[CH3:17].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)CC)(C)C>ClCCl>[CH3:17][C:16]([CH3:36])([O:18][C:19]([NH:21][C@H:22]([CH2:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1[F:35])[CH2:23][C:24]([N:12]1[CH2:13][CH2:14][C:8]2[CH:7]=[N:6][C:5]([S:4][CH2:2][CH3:3])=[N:10][C:9]=2[CH2:11]1)=[O:25])=[O:20])[CH3:15]

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 11347588(R)-b-(Boc-amino)-2,5-difluorobenzenebutanoic acidHCID 184565142-(Ethylthio)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine hydrochloride

생성물 1

HCID 690254087-[(3R)-3-[(1,1-Dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoyl]-2-(ethylthio)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 47 mg (0.19 mmol) of 2-(ethylthio)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine hydrochloride, 59 mg (0.19 mmol) of (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid, 37 mg (0.19 mmol) of EDC, 26 mg (0.19 mmol) of HOBt, and 0.15 mL (0.57 mmol) of diisopropylethylamine in 1.5 mL of dichloromethane was stirred at ambient temperature overnight. The mixture was subjected directly to purification by flash chromatography (5 g silica gel cartridge, 20-to-50% ethyl acetate/hexane step gradient) to give 85 mg (91%) of the title compound as a white solid.

후처리

  1. customThe mixture was subjected directly to purification by flash chromatography (5 g silica gel cartridge, 20-to-50% ethyl acetate/hexane step gradient)

출처 및 근거

ORD 기록
ord-e12eef5478f64e57aa74365249330e0b
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208498B2

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