Ammonium formate → (9,9-Dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone

HRID 713139노트

반응식

HRID 713139 반응식
C([N:8]1[C:31]([CH3:33])([CH3:32])[CH2:30][O:29][C:10]2([CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[C:20]([CH3:28])[CH:19]=3)=[O:17])[CH2:12][CH2:11]2)[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:33][C:31]1([CH3:32])[CH2:30][O:29][C:10]2([CH2:11][CH2:12][N:13]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[C:20]([CH3:28])[CH:19]=3)=[O:17])[CH2:14][CH2:15]2)[CH2:9][NH:8]1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 70872805(8-Benzyl-9,9-dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone

생성물 1

HCID 66548351(9,9-Dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone수율 100.9%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매

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온도
40 °C

실험 절차

To a solution of (8-benzyl-9,9-dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone (51 mg, 0.11 mmol) in ethanol (2 mL) was added Pd(OH)2 (16 mg, 0.11 mmol) followed by ammonium formate (29 mg, 0.45 mmol). The reaction mixture was stirred at 40° C. for 18 h, then filtered and concentrated in vacuo to afford (9,9-dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone (40 mg, 98%). ESI-MS m/z calc. 360.5. found 361.3 (M+1)+; Retention time: 1.29 minutes (3 min run).

후처리

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-85ac8df7f3ef4dd08495d62f77ad31a2
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181273B2

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