Water → Cycloheptane carboxylic acid [2-(4-cycloheptanecarbonyl-phenyl)-3H-imidazo[4,5-c]pyridine-6-yl]-amide

HRID 854089ノート

反応式

HRID 854089 の反応式
N[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:26][C:11]3[CH:12]=[N:13][C:14]([NH:16][C:17]([CH:19]4[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]4)=[O:18])=[CH:15][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[CH:27]1([C:34](Cl)=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.O.C([O-])(O)=O.[Na+]>N1C=CC=CC=1>[CH:27]1([C:34]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[NH:26][C:11]4[CH:12]=[N:13][C:14]([NH:16][C:17]([CH:19]5[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]5)=[O:18])=[CH:15][C:10]=4[N:9]=3)=[CH:4][CH:3]=2)=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

参加物

6

反応物 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 12556870Cycloheptanecarbonyl chlorideHCID 58932932Cycloheptane carboxylic acid [2-(4-amino-phenyl)-3H-imidazo[4,5-c]pyridine-6-yl]-amide

生成物 1

HCID 86592844Cycloheptane carboxylic acid [2-(4-cycloheptanecarbonyl-phenyl)-3H-imidazo[4,5-c]pyridine-6-yl]-amide収率 40.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

The amine 19 (0.094 g, 0.27 mmol) was taken in dry Pyridine (5 ml) and cycloheptane carbonyl chloride (0.100 ml, 0.622 mmol) was added and the solution stirred at room temperature overnight. Water was added followed by sat. NaHCO3 solution. The mixture was stirred at room temperature for 1 h. The solid was filtered, dried and passed through a SiO2 gel column, eluting with ethyl acetate afforded a white solid 20 (0.050 g, 39%). M.p. 194° C.; 1H NMR (DMSO-d6, 500 MHz): δ13.40 (1H, brs, NH), 10.09 (2H, s, NH), 8.81 (1H, brs), 8.145 (2H, d, J=9.0 MHz), 7.82 (2H, d, J=9.0 Hz), 2.74 (1H, m), 2.49 (1H, m), 1.91-1.25 (24H, m); EIMS m/z: 474.4 (M+1) and 472.6 (M−1); Anal (C28H35N5O2) C, H, N.

後処理

  1. stirringThe mixture was stirred at room temperature for 1 h
  2. filtrationThe solid was filtered
  3. customdried
  4. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-272cc49c70aa4716b736bd51ef656e57
出典データセット
uspto-grants-2007_08
特許番号
US07256287B2

反応ノート

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