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

HRID 422211ノート

反応式

HRID 422211 の反応式
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

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 66672889HCID 66672889、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-87bf88c9e6e148f2b6be3f722b3c4fb5
出典データセット
uspto-grants-2012_01
特許番号
US08101638B2

反応ノート

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