Toluene → HCID 57749220、化合物

HRID 1874556ノート

反応式

HRID 1874556 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH:12]=[C:13]([NH:15][C:16]([CH:18]3[CH2:20][CH2:19]3)=[O:17])[N:14]=2)[CH:11]=1.Br[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1.CC(C)([O-])C.[K+].C1(C)C=CC=CC=1>C(=O)(O)[O-].[Na+]>[N:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[NH:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH:12]=[C:13]([NH:15][C:16]([CH:18]3[CH2:20][CH2:19]3)=[O:17])[N:14]=2)[CH:11]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 79732-BromopyridineHCID 23665647Potassium tert-butoxideHCID 57749361N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

生成物 1

HCID 57749220HCID 57749220、化合物収率 40.1%

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
120 °C

実験手順

A mixture of N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (19.7 mg, 0.064 mmol), 2-bromopyridine (15.4 mg, 0.098 mmol), tris(dibenzylideneacetone)2 palladium(0) (6.1 mg, 0.007 mmol), 5-bis(diphenylphosphino)-9,9-dimethylxanthene (3.9 mg, 0.007 mmol), potassium t-butoxide (18.1 mg, 0.161 mmol) and toluene (4.0 mL) was stirred at 120° C. for 15 hr. The reaction mixture was diluted with aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified by preparative HPLC to give the title compound (9.9 mg, 40%).

後処理

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic layer was concentrated
  3. customthe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-d8920791e7f94dbb815af0b8a22a4f84
出典データセット
uspto-grants-2012_11
特許番号
US08304557B2

反応ノート

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