Diisopropylamine → 3-(3-Fluoro-phenylamino)-6,7-dimethoxy-4H-indeno[1,2-c]pyrazole-1-carboxylic acid isopropyl ester

HRID 1714448ノート

反応式

HRID 1714448 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:21](=[CH:22][C:23]=1[O:24][CH3:25])[C:9]1=[N:10][NH:11][C:12]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=3)=[C:8]1[CH2:7]2.C(NC(C)C)(C)C.Cl[C:34]([O:36][CH:37]([CH3:39])[CH3:38])=[O:35]>C1COCC1>[CH:37]([O:36][C:34]([N:10]1[C:9]2[C:21]3[C:6]([CH2:7][C:8]=2[C:12]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[N:11]1)=[CH:5][C:4]([O:3][CH3:2])=[C:23]([O:24][CH3:25])[CH:22]=3)=[O:35])([CH3:39])[CH3:38]

参加物

5

反応物 3

HCID 7912DiisopropylamineHCID 7917Isopropyl chloroformateHCID 178486504HCID 178486504、化合物2 回

生成物 1

HCID 588249753-(3-Fluoro-phenylamino)-6,7-dimethoxy-4H-indeno[1,2-c]pyrazole-1-carboxylic acid isopropyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (6,7-Dimethoxy-2,4-dihydro-indeno[1,2-c]pyrazol-3-yl)-(3-fluoro-phenyl)-amine HCl (Compound 14) (0.50 g, 0.0014 mole), THF (10 mL), and Diisopropyl amine (0.512 mL, 0.00295 mole) was stirred until the solid completely dissolved. Isopropyl chloroformate (1.5 mL, 0.0015 mole) was added slowly at room temperature. The reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo from the resulting organics. Attempt to separate resulting isomers with reverse-phase chromatography was not successful. Placed isomer containing fractions in refrigerator. Much of major isomer crystallized. Filtered white crystals of title compound from solution (Compound 436). MS m/z 412 (M+H)+;

後処理

  1. dissolutioncompletely dissolved
  2. customThe solvent was removed in vacuo from the resulting organics
  3. customto separate
  4. customresulting isomers with reverse-phase chromatography
  5. additioncontaining fractions in refrigerator
  6. customMuch of major isomer crystallized
  7. filtrationFiltered white crystals of title compound from solution (Compound 436)

出典と根拠

ORDレコード
ord-6f5711c1cc2d49689333613a5f009976
出典データセット
uspto-grants-2010_09
特許番号
US07795440B2

反応ノート

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