Triethylamine → N-[4-(4-amino-2-butyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl)butyl]4-fluorobenzenesulfonamide hydrate

HRID 1060663

반응식

HRID 1060663 반응식
C(N(CC)CC)C.[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:21]2[C:20]([CH3:22])=[C:19]([CH3:23])[N:18]=[C:17]([NH2:24])[C:16]=2[N:15]=[C:14]1[CH2:25][CH2:26][CH2:27][CH3:28].[F:29][C:30]1[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1>ClCCl>[OH2:37].[NH2:24][C:17]1[C:16]2[N:15]=[C:14]([CH2:25][CH2:26][CH2:27][CH3:28])[N:13]([CH2:12][CH2:11][CH2:10][CH2:9][NH:8][S:36]([C:33]3[CH:34]=[CH:35][C:30]([F:29])=[CH:31][CH:32]=3)(=[O:38])=[O:37])[C:21]=2[C:20]([CH3:22])=[C:19]([CH3:23])[N:18]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 120210831-(4-aminobutyl)-2-butyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-4-amine

생성물 1

HCID 21973800N-[4-(4-amino-2-butyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl)butyl]4-fluorobenzenesulfonamide hydrate수율 43%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Triethylamine (0.07 mL, 0.5 mmol) was added to a solution of 1-(4-aminobutyl)-2-butyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-4-amine (150 mg, 0.5 mmol) in dichloromethane (150 mL). The reaction mixture was cooled in an ice bath. 4-Fluorobenzenesulfonyl chloride (113 mg, 0.5 mmol) was added and the reaction mixture was removed from the ice bath. The reaction mixture was stirred at ambient temperature for 48 hours. The reaction mixture was washed with water (2×150 mL) and then concentrated under reduced pressure. The resulting residue was recrystallized from methyl acetate and then dried in an Abderhalden drying apparatus to provide 50 mg of N-[4-(4-amino-2-butyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl)butyl]-4-fluorobenzenesulfonamide hydrate as a white crystalline solid, m.p. 133.1-133.7° C. Analysis: Calculated for C22H30FN5O2S·H2O: % C, 56.75; % H, 6.93; % N, 15.04; Found: % C, 56.99; % H, 6.58; % N, 15.24.

후처리

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. customthe reaction mixture was removed from the ice bath
  3. washThe reaction mixture was washed with water (2×150 mL)
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was recrystallized from methyl acetate
  6. customdried in an Abderhalden
  7. customdrying apparatus

출처 및 근거

ORD 기록
ord-7f227161b2da4f8e8327cd40018fcfcc
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06525064B1

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