1,4-Dioxane hydrochloride → 3-[({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)(methyl)amino]-N-methylazetidine-3-carboxamide

HRID 1867768ノート

反応式

HRID 1867768 の反応式
Cl.O1CCOCC1.[Cl:8][C:9]1[C:10]([F:46])=[C:11]([NH:15][C:16]2[C:25]3[C:20](=[CH:21][C:22]([O:44][CH3:45])=[C:23]([CH2:26][N:27]([CH3:43])[C:28]4([C:39]([NH:41][CH3:42])=[O:40])[CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29]4)[CH:24]=3)[N:19]=[CH:18][N:17]=2)[CH:12]=[CH:13][CH:14]=1>O1CCOCC1>[Cl:8][C:9]1[C:10]([F:46])=[C:11]([NH:15][C:16]2[C:25]3[C:20](=[CH:21][C:22]([O:44][CH3:45])=[C:23]([CH2:26][N:27]([CH3:43])[C:28]4([C:39]([NH:41][CH3:42])=[O:40])[CH2:31][NH:30][CH2:29]4)[CH:24]=3)[N:19]=[CH:18][N:17]=2)[CH:12]=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69047412Tert-butyl 3-[({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl) (methyl)amino]-3-[(methylamino)carbonyl]azetidine-1-carboxylate

生成物 1

HCID 579798733-[({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)(methyl)amino]-N-methylazetidine-3-carboxamide収率 130.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of HCl/1,4-dioxan (1/5) (2 ml) was added dropwise to a solution of tert-butyl 3-[({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)(methyl)amino]-3-[(methylamino)carbonyl]azetidine-1-carboxylate (310 mg, 0.56 mmol) in 1,4-dioxan (6 ml). The reaction mixture was stirred overnight, then concentrated under reduced pressure. Three triturations in methanol/dichloromethane/diethyl ether afforded the isolation of a hydrochloride salt of 3-[({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)(methyl)amino]-N-methylazetidine-3-carboxamide as a solid (336 mg, 100%). 1H NMR Spectrum: (DMSO d6) 2.16 (s, 3H), 2.71 (d, 3H), 3.70 (s, 2H), 3.97 (m, 2H), 4.03 (s, 3H), 4.13 (m, 2H), 7.37 (m, 2H), 7.55 (t, 1H), 7.66 (t, 1H), 8.31 (brs, 1H), 8.90 (brs, 2H), 9.27 (s, 1H), 9.75 (brs, 1H); Mass Spectrum: (M+H)+ 459.

後処理

  1. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f667a2f97c2148fcb5a4df04b6a5b70c
出典データセット
uspto-grants-2009_12
特許番号
US07632840B2

反応ノート

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