Triethylamine → N-tert-Butyl-3-((4-(4-(3-cyclobutylureido)benzoyl)piperazin-1-yl)methyl)-2-fluorobenzamide

HRID 1878406노트

반응식

HRID 1878406 반응식
Br[CH2:2][C:3]1[C:4]([F:16])=[C:5]([CH:13]=[CH:14][CH:15]=1)[C:6]([NH:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[CH:17]1([NH:21][C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([N:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[O:32])=[CH:27][CH:26]=2)=[O:23])[CH2:20][CH2:19][CH2:18]1.C(N(CC)CC)C>O1CCCC1>[C:9]([NH:8][C:6](=[O:7])[C:5]1[CH:13]=[CH:14][CH:15]=[C:3]([CH2:2][N:36]2[CH2:37][CH2:38][N:33]([C:31](=[O:32])[C:28]3[CH:29]=[CH:30][C:25]([NH:24][C:22]([NH:21][CH:17]4[CH2:18][CH2:19][CH2:20]4)=[O:23])=[CH:26][CH:27]=3)[CH2:34][CH2:35]2)[C:4]=1[F:16])([CH3:12])([CH3:11])[CH3:10]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 579175741-Cyclobutyl-3-(4-(piperazine-carbonyl)phenyl)ureaHCID 668791623-(bromomethyl)-N-tert-butyl-2-fluorobenzamide

생성물 1

HCID 25191755N-tert-Butyl-3-((4-(4-(3-cyclobutylureido)benzoyl)piperazin-1-yl)methyl)-2-fluorobenzamide수율 44%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
70 °C

실험 절차

A stirred mixture of 3-(bromomethyl)-N-tert-butyl-2-fluorobenzamide (0.36 mmol, 105 mg), 1-cyclobutyl-3-(4-(piperazine-1-carbonyl)phenyl)urea (0.33 mmol, 620 mg) and triethylamine (2.5 mmol, 0.35 mL, 253 mg) in tetrahydrofuran (2 mL) was heated to 70° C. for 16 hours. After this time the volatiles were removed under vacuum. The residue was purified by strong cation exchange chromatography and basic reverse phase HPLC to yield the title compound (74 mg).

후처리

  1. customAfter this time the volatiles were removed under vacuum
  2. customThe residue was purified by strong cation exchange chromatography and basic reverse phase HPLC

출처 및 근거

ORD 기록
ord-05cce18f6aed401d92856d7f23e16f81
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314091B2

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