3,5-Dimethyl-1-hexyn-3-ol → 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3,5-dimethylhex-1-ynyl)phenyl)propyl)acetamide

HRID 1618382

반응식

HRID 1618382 반응식
[CH3:1][C:2]([OH:9])([CH2:5][CH:6]([CH3:8])[CH3:7])[C:3]#[CH:4].Br[C:11]1[CH:12]=[C:13]([CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])[CH:14]=[CH:15][CH:16]=1>>[F:23][C:22]([F:24])([F:25])[C:21]([NH:20][CH2:19][CH2:18][CH2:17][C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([C:4]#[C:3][C:2]([OH:9])([CH3:1])[CH2:5][CH:6]([CH3:8])[CH3:7])[CH:12]=1)=[O:26]

참가 물질

3

반응물 2

HCID 610183,5-Dimethyl-1-hexyn-3-olHCID 57608389N-(3-(3-bromophenyl)propyl)-2,2,2-trifluoroacetamide

생성물 1

HCID 866284502,2,2-trifluoro-N-(3-(3-(3-hydroxy-3,5-dimethylhex-1-ynyl)phenyl)propyl)acetamide

실험 절차

Coupling of 3,5-dimethylhex-1-yn-3-ol with bromide 3 following the method described in Example 2 (except that the alkynol was added after degassing) gave 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3,5-dimethylhex-1-ynyl)phenyl)propyl)acetamide as a brown oil. Yield (0.287 g, 40%): 1H NMR (400 MHz, DMSO-d6) δ 9.41 (br s, 1H), 7.26 (t, J=7.6 Hz, 1H), 7.16-7.20 (m, 3H), 5.25 (s, 1H), 3.16 (q, J=6.8 Hz, 2H), 2.56 (t, J=7.2 Hz, 2H), 1.90-1.96 (m, 1H), 1.76 (quint, J=7.6 Hz, 2H), 1.53 (m, 2H), 1.42 (s, 3H), 0.96 (d, J=6.8 Hz, 6H).

후처리

  1. additionwas added
  2. customafter degassing)

출처 및 근거

ORD 기록
ord-33c4055e19f046509f220cd4e859e7dd
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08766007B2

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