Trifluoroacetic acid → (5-Methylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

HRID 1689475노트

반응식

HRID 1689475 반응식
FC(F)(F)C(O)=O.[CH3:8][C:9]1[S:13][CH:12]=[C:11]([C:14]([N:16]2[CH2:21][C:20]3([CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]3)[O:19][CH2:18][CH2:17]2)=[O:15])[CH:10]=1>C(Cl)Cl>[CH3:8][C:9]1[S:13][CH:12]=[C:11]([C:14]([N:16]2[CH2:21][C:20]3([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[O:19][CH2:18][CH2:17]2)=[O:15])[CH:10]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57989109Tert-butyl 4-(5-methylthiophene-3-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

생성물 1

HCID 57988956(5-Methylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (2.5 mL) was added to a solution of tert-butyl 4-(5-methylthiophene-3-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 104, step a) (0.34 g) in DCM (10 mL) and the resulting mixture was stirred for 45 minutes and allowed to stand overnight. The solvent was evaporated in vacuo. Toluene (3×25 mL) was added and the mixture evaporated in vacuo. The residue was dissolved in methanol (20 mL) and applied to a SCX cartridge pre-wetted with methanol. The cartridge was washed with methanol (40 mL) and eluted with 2M ammonia in methanol solution (20 mL). The eluent was evaporated in vacuo to give the subtitled compound as a colourless oil. Yield 0.25 g.

후처리

  1. waitto stand overnight
  2. customThe solvent was evaporated in vacuo
  3. additionToluene (3×25 mL) was added
  4. customthe mixture evaporated in vacuo
  5. dissolutionThe residue was dissolved in methanol (20 mL)
  6. washThe cartridge was washed with methanol (40 mL)
  7. washeluted with 2M ammonia in methanol solution (20 mL)
  8. customThe eluent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-b23a193e4557437b908464b3d71565f0
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148373B2

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