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

HRID 747961노트

반응식

HRID 747961 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-ad744919e51045d0a3de1b1b7ab318e5
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399774B2

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