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2-(2-Fluoro-4-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide → 2-(2-Fluoro-4-(piperidin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide

HRID 415346
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HRID 415346 반응식
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[O:15][C:16]2[C:22]([C:23]([NH2:25])=[O:24])=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1.[H][H]>CO.[Pt](=O)=O>[F:1][C:2]1[CH:7]=[C:6]([CH:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[CH:5]=[CH:4][C:3]=1[C:14]1[O:15][C:16]2[C:22]([C:23]([NH2:25])=[O:24])=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1
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참가 물질

5

반응물 2

HCID 441816742-(2-Fluoro-4-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 441815622-(2-Fluoro-4-(piperidin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide수율 32.7%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 887Methanol용매

실험 절차

2-(2-Fluoro-4-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide (300 mg, 0.9 mmol) and platinum (IV) oxide (150 mg) in methanol (20 mL) was purged with hydrogen (2.5 MPa) at 45° C. for two days. Then the mixture was filtered and the filtrate was concentrated. The crude was purified by prep-HPLC to obtain 2-(2-fluoro-4-(piperidin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide (100 mg, yield 32%). 1H-NMR (400 MHz, CD3OD) δ (ppm): 1.93-2.03 (m, 2H), 2.15-2.18 (m, 2H), 2.94-3.20 (m, 3H), 3.52-3.55 (m, 2H), 7.32-7.37 (m, 2H), 7.51-7.55 (t, J=7.6 Hz, 1H), 7.93-7.95 (t, J=7.6 Hz, 2H), 8.29-8.33 (t, J=7.6 Hz, 1H); LC-MS (ESI) m/z: 340 (M+1)+.

후처리

  1. filtrationThen the mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe crude was purified by prep-HPLC

출처 및 근거

ORD 기록
ord-0ac781267aa6407d9325b9ad1f0acc67
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08088760B2

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