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

Water → Methyl 1-((3-fluoro-4-(5-(1-(4-hydroxyphenyl)cyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)-azetidine-3-carboxylate

HRID 1177497
ノート
印刷プレビュー

反応式

HRID 1177497 の反応式
O.C([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2([C:19]3[N:24]=[C:23]4[S:25][C:26]([C:28]5[CH:42]=[CH:41][C:31]([CH2:32][N:33]6[CH2:36][CH:35]([C:37]([O:39][CH3:40])=[O:38])[CH2:34]6)=[CH:30][C:29]=5[F:43])=[N:27][C:22]4=[CH:21][CH:20]=3)[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)C1C=CC=CC=1.C(N(CC)CC)C>C1COCC1.CO.C(Cl)Cl.[Pd]>[F:43][C:29]1[CH:30]=[C:31]([CH2:32][N:33]2[CH2:34][CH:35]([C:37]([O:39][CH3:40])=[O:38])[CH2:36]2)[CH:41]=[CH:42][C:28]=1[C:26]1[S:25][C:23]2[C:22]([N:27]=1)=[CH:21][CH:20]=[C:19]([C:16]1([C:13]3[CH:12]=[CH:11][C:10]([OH:9])=[CH:15][CH:14]=3)[CH2:18][CH2:17]1)[N:24]=2
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 962WaterHCID 8471TriethylamineHCID 67111767Methyl 1-(4-(5-(1-(4-(benzyloxy)phenyl)cyclopropyl)thiazolo[5,4-b]pyridine-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate

生成物 1

HCID 67111906Methyl 1-((3-fluoro-4-(5-(1-(4-hydroxyphenyl)cyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)-azetidine-3-carboxylate

試薬・触媒・溶媒 3

HCID 23938
Palladium
触媒
HCID 6344Dichloromethane溶媒
HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

A slurry of palladium 10% on carbon, 50% water (0.26 g), methyl 1-(4-(5-(1-(4-(benzyloxy)phenyl)cyclopropyl)thiazolo[5,4-b]pyridine-2-yl)-3-fluorobenzyl)azetidine-3-carboxylate (0.144 g, 0.25 mmol), triethylamine (0.087 mL, 0.62 mmol) in 4 mL of 3:1 THF/MeOH was stirred rapidly under an atmosphere of hydrogen (balloon) for 36 h. The reaction mixture was diluted with DCM, and filtered through celite and concentrated in vacuo. The resulting solid was adsorbed onto 1.4 g silica gel and purified by silica gel chromatography 0-100% EA/hexanes, to give methyl 1-((3-fluoro-4-(5-(1-(4-hydroxyphenyl)cyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)-azetidine-3-carboxylate as a white solid. MS (ESI) m/z: calculated: 489.2; Observed: 490.1 (M++1).

後処理

  1. filtrationfiltered through celite and
  2. concentrationconcentrated in vacuo
  3. custompurified by silica gel chromatography 0-100% EA/hexanes

出典と根拠

ORDレコード
ord-8ed90314e7bc4f3db3c3c2cc0c7b95ef
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07842685B2

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