Trifluoroacetic acid → Benzo[d]thiazol-2-yl(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

HRID 1689480

반응식

HRID 1689480 반응식
FC(F)(F)C(O)=O.[S:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]([N:19]1[CH2:24][C:23]2([CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)[O:22][CH2:21][CH2:20]1)=[O:18]>C(Cl)Cl>[S:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]([N:19]1[CH2:24][C:23]2([CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[O:22][CH2:21][CH2:20]1)=[O:18]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57989296tert-Butyl 4-(benzo[d]thiazole-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

생성물 1

HCID 57989377Benzo[d]thiazol-2-yl(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl 4-(benzo[d]thiazole-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 106, step a) (0.83 g) in DCM (15 mL) and the resulting mixture was stirred for 25 minutes. The solvent was evaporated in vacuo. The residue was dissolved in DCM:methanol (1:1) (5 mL) and applied to a SCX cartridge pre-wetted with DCM:methanol (1:1). The cartridge was washed with methanol (60 mL) and eluted with 2M ammonia in methanol solution (40 mL). The eluent was evaporated in vacuo to give the subtitled compound as a colourless oil. Yield 0.57 g.

후처리

  1. customThe solvent was evaporated in vacuo
  2. dissolutionThe residue was dissolved in DCM:methanol (1:1) (5 mL)
  3. washThe cartridge was washed with methanol (60 mL)
  4. washeluted with 2M ammonia in methanol solution (40 mL)
  5. customThe eluent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-103331a1d68a46e995de95cef7cbab36
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148373B2

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