ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium Bicarbonate → Benzyl 1-[({2,5-difluoro-4-[(2-{[(3-hydroxyazetidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate

HRID 1712679
ノート
印刷プレビュー

反応式

HRID 1712679 の反応式
O([C:8]([NH:10][C:11]1[CH:16]=[C:15]([O:17][C:18]2[C:23]([F:24])=[CH:22][C:21]([NH:25][C:26]([C:28]3([C:31]([O:33][CH2:34][C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)=[O:32])[CH2:30][CH2:29]3)=[O:27])=[C:20]([F:41])[CH:19]=2)[CH:14]=[CH:13][N:12]=1)=[O:9])C1C=CC=CC=1.Cl.[OH:43][CH:44]1[CH2:47][NH:46][CH2:45]1.C(=O)([O-])O.[Na+]>CCCCCC.C(N(CC)CC)C.CN(C)C=O>[F:41][C:20]1[CH:19]=[C:18]([O:17][C:15]2[CH:14]=[CH:13][N:12]=[C:11]([NH:10][C:8]([N:46]3[CH2:47][CH:44]([OH:43])[CH2:45]3)=[O:9])[CH:16]=2)[C:23]([F:24])=[CH:22][C:21]=1[NH:25][C:26]([C:28]1([C:31]([O:33][CH2:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)=[O:32])[CH2:29][CH2:30]1)=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 516892Sodium BicarbonateHCID 27592903-Hydroxyazetidine hydrochloride2 回HCID 24788625Benzyl 1-({[4-([2-[(phenoxycarbonyl)amino]pyridin-4-yl}oxy)-2,5-difluorophenyl]amino}carbonyl)cyclopropanecarboxylate

生成物 1

HCID 24788565Benzyl 1-[({2,5-difluoro-4-[(2-{[(3-hydroxyazetidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate収率 45.1%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8058Hexane溶媒HCID 8471Triethylamine溶媒2 回

実験手順

Triethylamine (0.100 ml) was added to a mixture of benzyl 1-({[4-({2-[(phenoxycarbonyl)amino]pyridin-4-yl}oxy)-2,5-difluorophenyl]amino}carbonyl)cyclopropanecarboxylate (200 mg), 3-hydroxyazetidine hydrochloride (39.1 mg) and N,N-dimethylformamide (4.0 ml) at room temperature under a nitrogen atmosphere, and the mixture was stirred for 6 hours and 10 minutes. 3-Hydroxyazetidine hydrochloride (10.0 mg) and triethylamine (0.025 ml) were added at room temperature, and the mixture was stirred for 1 hour and 20 minutes. A saturated aqueous solution of sodium hydrogencarbonate (16 ml) and hexane (5 ml) were added to the mixture, and the precipitated solid was collected by filtration. The solid was washed with water (2 ml, three times), and dried under aeration. The resultant solid was purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate, then ethyl acetate:methanol=10:1). The fractions containing the target compound was concentrated under reduced pressure to give the title compound (86.7 mg, 45%) as a white solid.

後処理

  1. stirringthe mixture was stirred for 1 hour and 20 minutes
  2. filtrationthe precipitated solid was collected by filtration
  3. washThe solid was washed with water (2 ml, three times)
  4. customdried under aeration
  5. customThe resultant solid was purified by silica gel column chromatography (Fuji Silysia NH, eluent
  6. additionThe fractions containing the target compound
  7. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-512e938976444a07881aa0587bff22e1
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07790885B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート