4-chloro-1-methyl-1H-pyrazole-5-carboxylic acid → HCID 51034816, 화합물

HRID 908207

반응식

HRID 908207 반응식
F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[Cl:23][C:24]1[CH:28]=[N:27][N:26]([CH3:29])[C:25]=1[C:30]([OH:32])=O.[C:33]1([C:39]2[N:40]=[C:41]3[CH:46]=[C:45]([NH2:47])[CH:44]=[CH:43][N:42]3[CH:48]=2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>CN(C=O)C.C(OCC)(=O)C>[C:33]1([C:39]2[N:40]=[C:41]3[CH:46]=[C:45]([NH:47][C:30]([C:25]4[N:26]([CH3:29])[N:27]=[CH:28][C:24]=4[Cl:23])=[O:32])[CH:44]=[CH:43][N:42]3[CH:48]=2)[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

참가 물질

6

반응물 3

HCID 6708234-chloro-1-methyl-1H-pyrazole-5-carboxylic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 569555022-Phenylimidazo[1,2-a]pyridin-7-amine

생성물 1

HCID 51034816HCID 51034816, 화합물수율 25%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Under an atmosphere of nitrogen, N—N-diisopropylethylamine (749 mg, 6 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU, 744 mg, 1.94 mmol) were added to a solution of 4-chloro-2-methyl-2H-pyrazole-3-carboxylic acid (310 mg, 1.94 mmol, Art-Chem B000148) in DMF (5 ml). After 30 min, 2-phenyl-imidazo[1,2-a]pyridin-7-ylamine (404 mg, 1.94 mmol) was added, and the brown solution was stirred over the weekend (r.t.). The reaction mixture was taken up in ethyl acetate and washed with water. After drying (Na2SO4), the solvent was evaporated and the title compound (170 mg, 25%) was isolated by column chromatography (silica gel, heptane:ethyl acetate=100:0-50:50). MS (m/e)=352.2 [M+H+].

후처리

  1. washwashed with water
  2. dry with materialAfter drying (Na2SO4)
  3. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-119376ba09d94afdbe94c2a1ae19e3e1
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017604B2

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