Trifluoroacetic acid → HCID 59613380、化合物

HRID 556876ノート

反応式

HRID 556876 の反応式
C(O)(C(F)(F)F)=O.[C:8]([C:10]1[N:11]=[CH:12][C:13]([NH:16][C:17]2[CH:22]=[C:21]([NH:23][CH2:24][C@H:25]3[O:30][CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26]3)[C:20]([C:38]3[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=3)=[CH:19][N:18]=2)=[N:14][CH:15]=1)#[N:9]>ClCCl>[CH3:45][O:44][C:41]1[CH:42]=[CH:43][C:38]([C:20]2[C:21]([NH:23][CH2:24][C@H:25]3[O:30][CH2:29][CH2:28][NH:27][CH2:26]3)=[CH:22][C:17]([NH:16][C:13]3[N:14]=[CH:15][C:10]([C:8]#[N:9])=[N:11][CH:12]=3)=[N:18][CH:19]=2)=[CH:39][CH:40]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 59613515HCID 59613515、化合物

生成物 1

HCID 59613380HCID 59613380、化合物収率 62.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

TFA (0.2 mL) was added to a solution of (R)-tert-butyl 2-((2-(5-cyanopyrazin-2-ylamino)-5-(4-methoxyphenyl)pyridin-4-ylamino)methyl)morpholine-4-carboxylate (0.014 g, 0.027 mmol) dissolved in dichloromethane (2 mL) at room temperature. The reaction mixture was stirred for 20 min. Solvent was removed in vacuo and the mixture was purified by ion exchange on SCX-II acidic resin (500 mg), eluting with methanol then 2M ammonia-methanol. The basic fractions were combined and solvent was removed in vacuo. The crude product was purified by preparative thin layer chromatography, eluting with methanol/dichloromethane (1/19), to give the title compound as a yellow solid (0.007 g, 62%).

後処理

  1. customSolvent was removed in vacuo
  2. customthe mixture was purified by ion exchange on SCX-II acidic resin (500 mg)
  3. washeluting with methanol
  4. customsolvent was removed in vacuo
  5. customThe crude product was purified by preparative thin layer chromatography
  6. washeluting with methanol/dichloromethane (1/19)

出典と根拠

ORDレコード
ord-11b6acf514ed4c75b07b552362efdffc
出典データセット
uspto-grants-2011_11
特許番号
US08058045B2

反応ノート

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