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

HRID 854089노트

반응식

HRID 854089 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-272cc49c70aa4716b736bd51ef656e57
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07256287B2

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