Trifluoroacetic acid → HCID 178487965, 화합물

HRID 2279294노트

반응식

HRID 2279294 반응식
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[N:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]=[CH:15][C:14]([O:20][CH2:21][CH2:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([NH:29]C(=O)O)[CH2:25][CH2:24]1)=[CH:13]2>ClCCl>[CH3:8][O:9][C:10]1[N:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]=[CH:15][C:14]([O:20][CH2:21][CH2:22][C@H:23]1[CH2:24][CH2:25][C@H:26]([NH2:29])[CH2:27][CH2:28]1)=[CH:13]2

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 178487967HCID 178487967, 화합물

생성물 1

HCID 178487965HCID 178487965, 화합물수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (6.33 mL, 82.2 mmol, 20 eq) is added at room temperature to a stirred solution of {trans-4-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-cyclohexyl}-carbamic acid tort-butyl ester (1.65 g, 4.11 mmol, 1.0 eq) in dichloromethane (100 mL). After 2 hours stirring at room temperature, the reaction mixture is partitioned between saturated sodium hydrogen carbonate aqueous solution and dichloromethane and the pH value is about 10. The combined organic layers are dried over sodium sulfate and concentrated to afford trans-4-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-cyclohexylamine as a yellow solid (1.24 g, 95% yield).

후처리

  1. customthe reaction mixture is partitioned between saturated sodium hydrogen carbonate aqueous solution and dichloromethane
  2. dry with materialThe combined organic layers are dried over sodium sulfate
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d4d79f3af16c450fa8225e12e5e93d2c
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133219B2

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