Diisopropylethylamine → HCID 59487510, 화합물

HRID 886728노트

반응식

HRID 886728 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH2:17][C:18]([CH2:24][NH2:25])([OH:23])[C:19]([F:22])([F:21])[F:20])=[O:15].[Br:26][C:27]1[CH:35]=[CH:34][CH:33]=[C:32]([Cl:36])[C:28]=1[C:29](Cl)=[O:30].C(N(C(C)C)CC)(C)C>O1CCCC1>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH2:17][C:18]([CH2:24][NH:25][C:29]([C:28]1[C:32]([Cl:36])=[CH:33][CH:34]=[CH:35][C:27]=1[Br:26])=[O:30])([OH:23])[C:19]([F:22])([F:21])[F:20])=[O:15]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27568702-Bromo-6-chlorobenzoyl chlorideHCID 594874945-amino-N-[2-(aminomethyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide

생성물 1

HCID 59487510HCID 59487510, 화합물수율 70.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-amino-N-[2-(aminomethyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide (250 mg, 0.69 mmol) in tetrahydrofuran (2 ml) was added 2-bromo-6-chlorobenzoyl chloride (192.7 mg, 0.76 mmol) followed by diisopropylethylamine (178 mg, 1.38 mmol). The reaction was left stirring under nitrogen overnight. LC-MS analysis showed the reaction was complete. The reaction mixture was concentrated in vacuo. The residue was redissolved in dichloromethane and washed with 2M hydrochloric acid followed by water. The organic layer was concentrated in vacuo to give the title compound (280 mg).

후처리

  1. waitThe reaction was left
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionThe residue was redissolved in dichloromethane
  4. washwashed with 2M hydrochloric acid
  5. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-4041a70785b64dbbb441fa0e4ac3cabe
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247377B2

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