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

HRID 1878406ノート

反応式

HRID 1878406 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-05cce18f6aed401d92856d7f23e16f81
出典データセット
uspto-grants-2012_11
特許番号
US08314091B2

反応ノート

読み込み中…