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Potassium Carbonate → tert-butyl 5-(2-(3-((R)-pyrrolidine-2-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

HRID 61542
ノート
印刷プレビュー

反応式

HRID 61542 の反応式
FC(F)(F)C([N:5]1[CH2:9][CH2:8][CH2:7][C@@H:6]1[C:10]([NH:12][C:13]1[CH:14]=[C:15]([C:19]2[N:28]=[C:27]([NH:29][C:30]3[CH:31]=[C:32]4[C:36](=[CH:37][CH:38]=3)[N:35]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[N:34]=[CH:33]4)[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]=2)[CH:16]=[CH:17][CH:18]=1)=[O:11])=O.C([O-])([O-])=O.[K+].[K+]>CO.O>[NH:5]1[CH2:9][CH2:8][CH2:7][C@@H:6]1[C:10]([NH:12][C:13]1[CH:14]=[C:15]([C:19]2[N:28]=[C:27]([NH:29][C:30]3[CH:31]=[C:32]4[C:36](=[CH:37][CH:38]=3)[N:35]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[N:34]=[CH:33]4)[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]=2)[CH:16]=[CH:17][CH:18]=1)=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 59361903tert-butyl 5-(2-(3-((R)-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

生成物 1

HCID 59361907tert-butyl 5-(2-(3-((R)-pyrrolidine-2-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

試薬・触媒・溶媒 2

HCID 887Methanol溶媒
HCID 962
Water
溶媒

実験手順

To a suspension of tert-butyl 5-(2-(3-((R)-1-(2,2,2-trifluoroacetyl)-pyrrolidine-2-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (100 mg, 0.15 mmol) in MeOH (5.7 mL) and H2O (345 mL) was added K2CO3 (108 mg, 0.78 mmol). Reaction mixture was refluxed for 2 h. Cooled to RT temperature and concentrated in vacuo. The residue was dissolved in EtOAc and extracted with H2O (3×). Dried the organic layer under Na2SO4 and concentrated in vacuo. The aqueous layer was basicified with 1 N NaOH, extracted with CHCl3 (3×), dried under Na2SO4 and concentrated in vacuo. The two organic layers were combined to afford tert-butyl 5-(2-(3-((R)-pyrrolidine-2-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate. (65 mg, 79%).

後処理

  1. customReaction mixture
  2. temperaturewas refluxed for 2 h
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. extractionextracted with H2O (3×)
  6. customDried the organic layer under Na2SO4
  7. concentrationconcentrated in vacuo
  8. extractionextracted with CHCl3 (3×)
  9. customdried under Na2SO4
  10. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-35444501c9bd41b9adf690c071d44619
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09440961B2

反応ノート

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