Trifluoroacetic acid → HCID 59613380, 화합물

HRID 556876노트

반응식

HRID 556876 반응식
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

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59613515HCID 59613515, 화합물

생성물 1

HCID 59613380HCID 59613380, 화합물수율 62.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-11b6acf514ed4c75b07b552362efdffc
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058045B2

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