2-[(1R)-1-Chloroethyl]-3-fluoropyridine → HCID 25064543, 화합물

HRID 1694547노트

반응식

HRID 1694547 반응식
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:12][OH:13])=[N:8][C:7]([SH:18])=[N:6][C:5]=2[N:19]=1.Cl[C@@H:21]([C:23]1[C:28]([F:29])=[CH:27][CH:26]=[CH:25][N:24]=1)[CH3:22]>>[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH:15]([CH3:16])[CH3:17])[CH2:12][OH:13])=[N:8][C:7]([S:18][C@H:21]([C:23]3[C:28]([F:29])=[CH:27][CH:26]=[CH:25][N:24]=3)[CH3:22])=[N:6][C:5]=2[N:19]=1

참가 물질

3

반응물 2

HCID 598688232-[(1R)-1-Chloroethyl]-3-fluoropyridineHCID 178445911HCID 178445911, 화합물

생성물 1

HCID 25064543HCID 25064543, 화합물수율 47%

실험 절차

The title compound was prepared using General method A starting from (2R)-2-[(2-amino-5-mercapto[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol (348 mg, 1.16 mmol) and 2-((R)-1-chloroethyl)-3-fluoro-pyridine (240 mg, 1.5 mmol). Purification by flash column chromatography (eluent DCM:methanol gradient) resulted in 190 mg (47% yield) of the title compound with a diastereomeric excess of 60%. Of this material 55 mg was further purified by preparative HPLC. The last eluting isomer was collected to yield 21 mg of the title compound.

후처리

  1. customThe title compound was prepared
  2. customPurification by flash column chromatography (eluent DCM:methanol gradient)

출처 및 근거

ORD 기록
ord-dd564f6d6bd24c8692feb446c2775d99
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158785B2

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