4-chloro-1-methyl-1H-pyrazole-5-carboxylic acid → HCID 51034816、化合物

HRID 908207

反応式

HRID 908207 の反応式
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

参加物

6

反応物 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

生成物 1

HCID 51034816HCID 51034816、化合物収率 25%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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+].

後処理

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

出典と根拠

ORDレコード
ord-119376ba09d94afdbe94c2a1ae19e3e1
出典データセット
uspto-grants-2011_09
特許番号
US08017604B2

関連ノート

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