4-chloro-1-methyl-1H-pyrazole-5-carboxylic acid → HCID 51035029, 화합물

HRID 908218

반응식

HRID 908218 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.[N:33]1([C:39]2[N:44]3[CH:45]=[C:46]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[N:47]=[C:43]3[CH:42]=[C:41]([NH2:54])[N:40]=2)[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1>CN(C=O)C.C(OCC)(=O)C>[N:33]1([C:39]2[N:44]3[CH:45]=[C:46]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[N:47]=[C:43]3[CH:42]=[C:41]([NH:54][C:30]([C:25]3[N:26]([CH3:29])[N:27]=[CH:28][C:24]=3[Cl:23])=[O:32])[N:40]=2)[CH2:38][CH2:37][O:36][CH2:35][CH2:34]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 67041977HCID 67041977, 화합물

생성물 1

HCID 51035029HCID 51035029, 화합물수율 1.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Under an atmosphere of nitrogen, N—N-diisopropylethylamine (121 mg) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU, 120 mg) were added to a solution of 4-chloro-2-methyl-2H-pyrazole-3-carboxylic acid (50 mg, 0.31 mmol, Art-Chem B000148) in DMF (3 ml). After 30 min, 5-morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylamine (110 mg, 0.37 mmol) was added, and the black solution was stirred at r.t. overnight. The reaction mixture was taken up in ethyl acetate and washed with water. After drying (Na2SO4), the solvent was evaporated and the title compound (2 mg, 1.1%) was isolated by preparative, inverse-phase HPLC (Agilent Zorbax XdB-C18 column, time per run ˜7 min, flow rate 30 ml/min, solvent gradient H2O/CH3CN=95:5-5:95). MS (m/e)=438.2 [M+H+].

후처리

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

출처 및 근거

ORD 기록
ord-1f7b8e1780ef4b3b8442ffbb5b20cd29
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017604B2

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