Trifluoroacetic acid → 6-(2-Amino-indan-5-yloxy)-nicotinamide

HRID 422211노트

반응식

HRID 422211 반응식
C(O)(C(F)(F)F)=O.C(OC(=O)[NH:14][CH:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31](=[O:33])[NH2:32])=[CH:27][N:26]=3)[CH:21]=2)[CH2:16]1)(C)(C)C>C(Cl)Cl>[NH2:14][CH:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([NH2:32])=[O:33])=[CH:27][N:26]=3)[CH:21]=2)[CH2:16]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66672889HCID 66672889, 화합물

생성물 1

HCID 597506556-(2-Amino-indan-5-yloxy)-nicotinamide수율 75.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Add TFA (5.37 g, 47.1 mmol) to a suspension of [5-(5-carbamoyl-pyridin-2-yloxy)-indan-2-yl]-carbamic acid tert-butyl ester (870 mg, 2.35 mmol) in DCM (30 ml) and stir at ambient temperature overnight. Concentrate mixture on rotary evaporator and purify on cation exchange column (5 g, Varian) to give the title compound (479 mg) as a white solid. Mass spectrum (ion spray): m/z=270 (M+1); 1HNMR (MeOH-d4): 8.61 (s, 1H), 8.22 (d, 1H), 7.24 (d, 1H), 6.98 (s, 1H), 6.94 (d, 1H), 6.90 (d, 1H), 3.80 (m, 1H), 3.18 (m, 2H), 2.72 (m, 2H).

후처리

  1. concentrationConcentrate mixture
  2. customon rotary evaporator
  3. custompurify on cation exchange column (5 g, Varian)

출처 및 근거

ORD 기록
ord-87bf88c9e6e148f2b6be3f722b3c4fb5
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101638B2

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