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 336383노트

반응식

HRID 336383 반응식
[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

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 81531Diisopropylethylamine2회HCID 86686517(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acidHCID 866866095-Methoxy-2-piperazin-1-yl-pyrimidine hydrochloride

생성물 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)-ethanone수율 20.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-17e437f69b6c4c68b4d9eb90bdbaf8d1
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889677B2

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