Dichloromethane → 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-(5-methoxy-pyrimidin-2-yl)-piperazin-1-yl)-ethanone

HRID 336383ノート

反応式

HRID 336383 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[N:10]([CH2:20][C:21](O)=[O:22])[N:9]=2)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.Cl.[CH3:34][O:35][C:36]1[CH:37]=[N:38][C:39]([N:42]2[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)=[N:40][CH:41]=1.C(Cl)Cl>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[N:10]([CH2:20][C:21]([N:45]3[CH2:46][CH2:47][N:42]([C:39]4[N:38]=[CH:37][C:36]([O:35][CH3:34])=[CH:41][N:40]=4)[CH2:43][CH2:44]3)=[O:22])[N:9]=2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 81531Diisopropylethylamine2 回HCID 86686517(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acidHCID 866866095-Methoxy-2-piperazin-1-yl-pyrimidine hydrochloride

生成物 1

HCID 716665642-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-(5-methoxy-pyrimidin-2-yl)-piperazin-1-yl)-ethanone収率 20.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

100 mg (3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid was dissolved in 2 mL DMF. 163 mg PFTU and 0.5 mL DIPEA were added to this solution and the mixture was stirred for 7 min at RT. Then, 88 mg 5-Methoxy-2-piperazin-1-yl-pyrimidine hydrochloride and 0.11 mL DIPEA dissolved in 1.5 mL DMF were added and the reaction was stirred 3 h at RT. Then, a saturated sodiumhydrogencarbonate solution and CH2Cl2 were added, the organic phase was separated and the solvent was removed. The residue was purified by HPLC and crystallized with diethylether to give 32 mg of the desired compound. Rt: 0.82 min (method E), (M+H)+: 492

後処理

  1. additionwere added
  2. stirringthe reaction was stirred 3 h at RT
  3. customthe organic phase was separated
  4. customthe solvent was removed
  5. customThe residue was purified by HPLC
  6. customcrystallized with diethylether

出典と根拠

ORDレコード
ord-17e437f69b6c4c68b4d9eb90bdbaf8d1
出典データセット
uspto-grants-2014_11
特許番号
US08889677B2

反応ノート

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