2-azido-1-(4-methylphenyl)ethanone → HCID 11964286, 화합물

HRID 600816

반응식

HRID 600816 반응식
[N:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[CH2:12][CH:11]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH2:10][CH2:9]2)=[C:2]=S.C(OC1CC2C(CC=1)=CC=CC=2N=C=S)C.[N:35]([CH2:38][C:39]([C:41]1[CH:46]=[CH:45][C:44]([CH3:47])=[CH:43][CH:42]=1)=[O:40])=[N+]=[N-].N(CC(C1C=CC(C(F)(F)F)=CC=1)=O)=[N+]=[N-]>>[CH3:47][C:44]1[CH:43]=[CH:42][C:41]([C:39]2[O:40][C:2]([NH:1][C:4]3[CH:5]=[CH:6][CH:7]=[C:8]4[C:13]=3[CH2:12][CH:11]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH2:10][CH2:9]4)=[N:35][CH:38]=2)=[CH:46][CH:45]=1

참가 물질

5

반응물 4

HCID 110084392-azido-1-(4-methylphenyl)ethanoneHCID 53416493HCID 53416493, 화합물HCID 866096122-Ethoxy-8-isothiocyanato-1,4-dihydronaphthaleneHCID 86609616HCID 86609616, 화합물

생성물 1

HCID 11964286HCID 11964286, 화합물수율 64.4%

실험 절차

The title compound was prepared using the procedure as described in Example 1H, substituting the product of Example 23C (128 mg, 0.453 mmol) for the product of Example 1F and the product of Example 9A (95 mg, 0.544 mmol) for the product of Example 1G. The crude product was purified by flash chromatography eluting with 2% to 5% CH3OH/CH2Cl2 followed by 100% EtOAc which gave 116 mg (64%) of the title compound as a tan solid. 1H NMR (DMSO-d6) δ 9.13 (s, 1H), 7.61 (d, J=7.5 Hz, 1H), 7.46 (d, J=8.1 Hz, 2H), 7.30 (s, 1H), 7.23 (m, 3H), 7.11 (t, J=7.8 Hz, 1H), 6.85 (d, J=7.5 Hz, 1H), 3.58 (m, 1H), 3.11 (m, 1H), 2.99 (s, 3H), 2.87 (m, 2H), 2.56 (m, 1H), 2.31 (s, 3H), 2.01 (m, 1H), 1.66 (m, 1H); MS (ESI+) m/z 398 (M+H)+.

후처리

  1. customThe title compound was prepared
  2. customThe crude product was purified by flash chromatography
  3. washeluting with 2% to 5% CH3OH/CH2Cl2

출처 및 근거

ORD 기록
ord-f37863fa88cf4804b472eedd1d2cb0d2
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902236B2

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