Toluene → HCID 57749220, 화합물

HRID 1874556노트

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HRID 1874556 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 57749220HCID 57749220, 화합물수율 40.1%

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

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온도
120 °C

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-d8920791e7f94dbb815af0b8a22a4f84
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304557B2

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