Methanol → 1-{3-[(4-aminopyrrolo[2,1-f][1,2,4]triazin-5-yl)carbonyl]phenyl}-3-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)urea

HRID 2108358노트

반응식

HRID 2108358 반응식
[NH2:1][C:2]1[C:7]2=[C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([NH:23][C:24]4[N:28]([CH3:29])[N:27]=[C:26]([CH:30]5[CH2:32][CH2:31]5)[CH:25]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])[CH:9]=[C:10](Br)[N:6]2[N:5]=[CH:4][N:3]=1.CO>CCOC(C)=O.[Pd]>[NH2:1][C:2]1[C:7]2=[C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([NH:23][C:24]4[N:28]([CH3:29])[N:27]=[C:26]([CH:30]5[CH2:32][CH2:31]5)[CH:25]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])[CH:9]=[CH:10][N:6]2[N:5]=[CH:4][N:3]=1

참가 물질

5

반응물 2

HCID 887MethanolHCID 167397611-{3-[(4-amino-7-bromopyrrolo[2,1-f][1,2,4]triazin-5-yl)carbonyl]phenyl}-3-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)urea

생성물 1

HCID 576294761-{3-[(4-aminopyrrolo[2,1-f][1,2,4]triazin-5-yl)carbonyl]phenyl}-3-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)urea

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

The above crude 99A was dissolved in EtOAc (20 mL) and MeOH (20 mL) and treated with 10% Pd/C. The reaction mixture was stirred under a hydrogen atmosphere for 4.5 hours and then filtered to remove the catalyst. The filtrate was concentrated and the resulting solid was collected by filtration, rinsed with EtOAc and dried to give the desired product (23 mg). Compound 99B had an analytical HPLC retention time=2.433 min. (Chromolith SpeedROD column 4.6×50 mm, 10%-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 ml/min, monitoring at 220 nm) and a LC/MS M++1=417+.

후처리

  1. filtrationfiltered
  2. customto remove the catalyst
  3. concentrationThe filtrate was concentrated
  4. filtrationthe resulting solid was collected by filtration
  5. washrinsed with EtOAc
  6. customdried

출처 및 근거

ORD 기록
ord-36660a6ed9bf474389d37f85a23ad5fc
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514435B2

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