Boron tribromide → HCID 57378611, 화합물

HRID 1802267노트

반응식

HRID 1802267 반응식
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

참가 물질

5

반응물 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

생성물 1

HCID 57378611HCID 57378611, 화합물수율 96%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

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온도
25 °C

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-2811d21e44a849d5b077bbf15bafc06d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349824B2

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