Diisopropylethylamine → (rac)-Cyclopropanesulfonic acid [4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide

HRID 714099노트

반응식

HRID 714099 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:12]2[C:20]3[CH2:19][CH2:18][CH:17]([NH2:21])[C:16]=3[CH:15]=[N:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].C(N(CC)C(C)C)(C)C.[CH:31]1([S:34](Cl)(=[O:36])=[O:35])[CH2:33][CH2:32]1>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:12]2[C:20]3[CH2:19][CH2:18][CH:17]([NH:21][S:34]([CH:31]4[CH2:33][CH2:32]4)(=[O:36])=[O:35])[C:16]=3[CH:15]=[N:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:9])([F:11])[F:10]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 2760919Cyclopropanesulfonyl chlorideHCID 71811529(rac)-4-(3-Fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine

생성물 1

HCID 71811527(rac)-Cyclopropanesulfonic acid [4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide수율 3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of (rac)-4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine (example 89) (40 mg, 0.14 mmol) and N,N-diisopropylethylamine (0.071 mL, 0.41 mmol) in DMF (0.5 mL) was treated with cyclopropanesulfonyl chloride (0.021 mL, 0.20 mmol) and the reaction mixture stirred at room temperature overnight. Purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 1.5 mg (3%) of the title compound as a light brown oil. MS: 401.4 (M+H)+.

후처리

  1. customPurification by preparative HPLC on reversed phase
  2. washeluting with a gradient of acetonitrile/water

출처 및 근거

ORD 기록
ord-02d2e20f05f242859cad17293433d406
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187429B2

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