Triethylamine → trans-N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenylcyclopropanecarboxamide

HRID 875920

反応式

HRID 875920 の反応式
[C:1]1([C@@H:7]2[CH2:9][C@H:8]2[C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=C1N(P(Cl)(N2CCOC2=O)=O)CCO1.C(N(CC)CC)C.[Br:35][C:36]1[C:37]([F:46])=[C:38]2[C:44]([NH2:45])=[CH:43][NH:42][C:39]2=[N:40][CH:41]=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[Br:35][C:36]1[C:37]([F:46])=[C:38]2[C:44]([NH:45][C:10]([C@@H:8]3[CH2:9][C@H:7]3[C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[O:12])=[CH:43][NH:42][C:39]2=[N:40][CH:41]=1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 237413trans-2-Phenylcyclopropanecarboxylic acidHCID 602052765-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine

生成物 1

HCID 67045175trans-N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenylcyclopropanecarboxamide収率 61.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

trans-2-Phenylcyclopropanecarboxylic acid (705 mg, 4.35 mmol), bis(2-oxooxazolidin-3-yl)phosphinic chloride (1107 mg, 4.35 mmol) and triethylamine (1100 mg, 10.9 mmol) were added to 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (500 mg, 2.17 mmol) in DCM (100 mL). The reaction was stirred at room temperature for 1 hour, and then 2N aqueous Na2CO3 was added (50 mL). The resulting suspension was filtered and the solid rinsed with DCM and water. After drying, trans-N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenylcyclopropanecarboxamide (503 mg, 61.8% yield) was obtained as a solid.

後処理

  1. filtrationThe resulting suspension was filtered
  2. washthe solid rinsed with DCM and water
  3. customAfter drying

出典と根拠

ORDレコード
ord-1d54d71a7400463c82eb5aedefe70a56
出典データセット
uspto-grants-2015_03
特許番号
US08981085B2

関連ノート

読み込み中…