Boron tribromide → HCID 57378611、化合物

HRID 1802267ノート

反応式

HRID 1802267 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[N:34]=[C:12]3[CH:13]=[C:14]([NH:17][C:18]([C:20]4[N:21]([CH3:33])[N:22]=[CH:23][C:24]=4[C:25]([N:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)=[O:26])=[O:19])[CH:15]=[CH:16][N:11]3[N:10]=2)[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br>C(Cl)Cl.O>[OH:2][C:3]1[CH:4]=[C:5]([C:9]2[N:34]=[C:12]3[CH:13]=[C:14]([NH:17][C:18]([C:20]4[N:21]([CH3:33])[N:22]=[CH:23][C:24]=4[C:25]([N:27]4[CH2:28][CH2:29][O:30][CH2:31][CH2:32]4)=[O:26])=[O:19])[CH:15]=[CH:16][N:11]3[N:10]=2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 2

HCID 25134Boron tribromideHCID 573784952-Methyl-4-(morpholine-4-carbonyl)-2H-pyrazole-3-carboxylic acid [2-(3-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-amide

生成物 1

HCID 57378611HCID 57378611、化合物収率 96%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
25 °C

実験手順

To a solution of 2-methyl-4-(morpholine-4-carbonyl)-2H-pyrazole-3-carboxylic acid [2-(3-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-amide (Example 75) (2.7 g, 5.86 mmol) in DCM (50 ml) was added a solution of boron tribromide in DCM (1 M solution; 15 ml, 14.6 mmol) at 25° C. The reaction mixture was stirred at 25° C. for 4 h under nitrogen atmosphere. The mixture was diluted with water (100 ml) and stirred for 15 min. The resultant precipitated solid was filtered, washed thoroughly with water and dried azeotropically with toluene (3×100 ml) to give 2-methyl-4-(morpholine-4-carbonyl)-2H-pyrazole-3-carboxylic acid [2-(3-hydroxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-amide as off-white solid (2.5 g, 96%). LC-MS: m/z=448.4 [M+H]+.

後処理

  1. stirringstirred for 15 min
  2. customThe resultant precipitated solid
  3. filtrationwas filtered
  4. washwashed thoroughly with water
  5. dry with materialdried azeotropically with toluene (3×100 ml)

出典と根拠

ORDレコード
ord-2811d21e44a849d5b077bbf15bafc06d
出典データセット
uspto-grants-2013_01
特許番号
US08349824B2

反応ノート

読み込み中…