Triethylamine → HCID 69948994, 화합물

HRID 609736

반응식

HRID 609736 반응식
CS(Cl)(=O)=O.O[C:7]1([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[NH:18][CH:17]=[C:16]3[CH2:22][CH2:23][N:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.C(N(CC)CC)C>ClCCl>[NH3:18].[C:7]1([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[NH:18][CH:17]=[C:16]3[CH2:22][CH2:23][N:24]2[CH2:25][CH2:26][CH2:27][CH2:28]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 699487065-(1-hydroxycyclohex-1-yl)-3-(2-pyrrolidinylethyl)-1H-indole

생성물 2

HCID 222Ammonia수율 5%HCID 69948994HCID 69948994, 화합물수율 92.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Methanesulfonyl chloride (0.042 mL, 0.54 mmol) was added to a solution of 5-(1-hydroxycyclohex-1-yl)-3-(2-pyrrolidinylethyl)-1H-indole (Example 13a, 50.6 mg, 0.16 mmol) and triethylamine (0.15 mL, 1.06 mmol) in dichloromethane (2.5 mL) at 0° C. The reaction was allowed to warm slowly to room temperature and stirring was continued overnight. The reaction mixture was diluted with dichloromethane (100 mL) and washed sequentially with water and brine, dried over sodium sulfate and the solvent was removed in vacuo. Flash chromatography (silica, 5-8% 2M methanolic ammonia in dichloromethane) yielded 5-(cyclohex-1-en-1-yl)-3-(2-pyrrolidinylethyl)-1H-indole (21.8 mg, 46%); HRMS-FAB+ for C20H26N2 :calculated MH+ :295.21744; found MH+ :295.21953.

후처리

  1. washwashed sequentially with water and brine
  2. dry with materialdried over sodium sulfate
  3. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-1ef81c29f2d24351ac8876be0312f581
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998438

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