Acetic Acid → 3-(4-Bromo-2-(2-methyl-2H-[1,2,4]triazol-3-yl)-thiazol-5-yl)-7-(1-ethyl-propyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine

HRID 1660745노트

반응식

HRID 1660745 반응식
C(O)(=O)C.[Br:5]N1C(=O)CCC1=O.[CH2:13]([CH:15]([C:18]1[N:23]2[N:24]=[C:25]([CH3:38])[C:26]([C:27]3[S:31][C:30]([C:32]4[N:33]([CH3:37])[N:34]=[CH:35][N:36]=4)=[N:29][CH:28]=3)=[C:22]2[N:21]=[C:20]([CH3:39])[CH:19]=1)[CH2:16][CH3:17])[CH3:14]>C(#N)C>[Br:5][C:28]1[N:29]=[C:30]([C:32]2[N:33]([CH3:37])[N:34]=[CH:35][N:36]=2)[S:31][C:27]=1[C:26]1[C:25]([CH3:38])=[N:24][N:23]2[C:18]([CH:15]([CH2:16][CH3:17])[CH2:13][CH3:14])=[CH:19][C:20]([CH3:39])=[N:21][C:22]=12

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 67184N-bromobutanimideHCID 674282857-(1-ethyl-propyl)-2,5-dimethyl-3-[2-(2-methyl-2H-[1,2,4]triazol-3-yl)-thiazol-5-yl)-pyrazolo[1,5-a]pyrimidine

생성물 1

HCID 248989763-(4-Bromo-2-(2-methyl-2H-[1,2,4]triazol-3-yl)-thiazol-5-yl)-7-(1-ethyl-propyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine수율 90%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
22 °C

실험 절차

Add acetic acid (1 mL) and N-bromosuccinimide (4.1 g, 22 mmol) to a solution of 7-(1-ethyl-propyl)-2,5-dimethyl-3-[2-(2-methyl-2H-[1,2,4]triazol-3-yl)-thiazol-5-yl]-pyrazolo[1,5-a]pyrimidine (8 g, 21 mmol) in acetonitrile (80 mL). Stir the mixture 2 h at 22° C. Then evaporate the solvent and add water (50 mL) and methyl-t-butyl ether (100 mL) to the resulting residue. Separate the organic portion, dry over sodium sulfate, filter, and evaporate the solvent. Recrystallize the resulting residue from isopropyl alcohol to afford the title compound (8.7 g, 90%). ES/MS (m/z): (79Br/81Br) 460/462 (M+1)+.

후처리

  1. customThen evaporate the solvent
  2. additionadd water (50 mL) and methyl-t-butyl ether (100 mL) to the resulting residue
  3. customSeparate the organic portion
  4. dry with materialdry over sodium sulfate
  5. filtrationfilter
  6. customevaporate the solvent
  7. customRecrystallize the resulting residue from isopropyl alcohol

출처 및 근거

ORD 기록
ord-be3f95debbfb4ed4adc04edddfd1230f
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030304B2

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