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Cyclopropylamine → 6-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-cyclopropyl-3-pyridinecarboxamide

HRID 1714962
ノート
印刷プレビュー

反応式

HRID 1714962 の反応式
[C:1]([C:8]1NC=CN=1)([C:3]1[NH:4]C=CN=1)=O.[CH:13]1([N:17]2[CH2:23][CH2:22][C:21]3[CH:24]=[CH:25][C:26]([O:28][C:29]4[N:34]=[CH:33][C:32]([C:35]([OH:37])=O)=[CH:31][CH:30]=4)=[CH:27][C:20]=3[CH2:19][CH2:18]2)[CH2:16][CH2:15][CH2:14]1.C1(N)CC1>ClCCl>[CH:13]1([N:17]2[CH2:23][CH2:22][C:21]3[CH:24]=[CH:25][C:26]([O:28][C:29]4[N:34]=[CH:33][C:32]([C:35]([NH:4][CH:3]5[CH2:1][CH2:8]5)=[O:37])=[CH:31][CH:30]=4)=[CH:27][C:20]=3[CH2:19][CH2:18]2)[CH2:14][CH2:15][CH2:16]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 69828CyclopropylamineHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 103150776-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-3-pyridinecarboxylic acid

生成物 1

HCID 104072536-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-cyclopropyl-3-pyridinecarboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Carbonyl diimidazole (142 mg, 0.88 mmol) was added to a stirred solution of 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-3-pyridinecarboxylic acid (E196b) (150 mg, 0.44 mmol) in dichloromethane (5 ml). After stirring at room temperature for 3 hours, cyclopropylamine (0.15 ml, 2.2 mmol) was added and the mixture was allowed to stir for a further 18 hours. The reaction mixture was applied to a SCX ion cartridge (Varian bond-elute, 10 g) and washed with methanol and then a mixture of 0.880 ammonia:methanol (1:9). The combined basic fractions were concentrated in vacuo to afford the title compound (E196). MS (ES+) m/e 378 [M+H]+.

後処理

  1. stirringto stir for a further 18 hours
  2. washwashed with methanol
  3. additiona mixture of 0.880 ammonia:methanol (1:9)
  4. concentrationThe combined basic fractions were concentrated in vacuo

出典と根拠

ORDレコード
ord-70ff253b58594f33863035f8162e3b2b
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07799773B2

反応ノート

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