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

HRID 1177429
ノート
印刷プレビュー

反応式

HRID 1177429 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH2:28][N:29]2[CH2:32][CH:31]([C:33]([O:35][CH3:36])=[O:34])[CH2:30]2)[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:21][CH:20]=[CH:19][CH2:18]1)[N:11]=2.O.CO>[Pd].C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH2:28][N:29]2[CH2:30][CH:31]([C:33]([O:35][CH3:36])=[O:34])[CH2:32]2)[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:21][CH2:20][CH2:19][CH2:18]1)[N:11]=2
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 887MethanolHCID 962WaterHCID 67111616Methyl 1-((3-fluoro-4-(5-(1-phenylcyclopent-3-enyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)-methyl)azetidine-3-carboxylate

生成物 1

HCID 67111568Methyl 1-((3-fluoro-4-(5-(1-phenylcyclopentyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)azetidine-3-carboxylate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of methyl 1-((3-fluoro-4-(5-(1-phenylcyclopent-3-enyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)azetidine-3-carboxylate (0.333 g, 0.667 mmol) and 10% Pd/C, 50% water (0.355 g, 0.333 mmol) under nitrogen was added 5 mL MeOH and 5 mL THF. The resulting mixture was stirred rapidly under an H2 balloon for 4 h. The reaction mixture was flushed with nitrogen, filtered, rinsing with DCM, and concentrated in vacuo. The resulting oil was purified by silica gel chromatography, ISCO 0-100% EA/hexanes, to give methyl 1-((3-fluoro-4-(5-(1-phenylcyclopentyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)azetidine-3-carboxylate as a clear and colorless oil. MS (ESI) m/z: Calculated: 501.2; Observed: 502.1 (M++1).

後処理

  1. customThe reaction mixture was flushed with nitrogen
  2. filtrationfiltered
  3. washrinsing with DCM
  4. concentrationconcentrated in vacuo
  5. customThe resulting oil was purified by silica gel chromatography, ISCO 0-100% EA/hexanes

出典と根拠

ORDレコード
ord-b8487c2686874184ab08f78c6b2e81a2
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…

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