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 2108358ノート

反応式

HRID 2108358 の反応式
[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

参加物

5

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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+.

後処理

  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

出典と根拠

ORDレコード
ord-36660a6ed9bf474389d37f85a23ad5fc
出典データセット
uspto-grants-2009_04
特許番号
US07514435B2

反応ノート

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