3-Isopropyl-4-methyl-1-pentyn-3-ol → 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3-isopropyl-4-methylpent-1-ynyl)phenyl)propyl)acetamide

HRID 1618401

반응식

HRID 1618401 반응식
[CH:1]([C:4]([OH:10])([CH:7]([CH3:9])[CH3:8])[C:5]#[CH:6])([CH3:3])[CH3:2].Br[C:12]1[CH:13]=[C:14]([CH2:18][CH2:19][CH2:20][NH:21][C:22](=[O:27])[C:23]([F:26])([F:25])[F:24])[CH:15]=[CH:16][CH:17]=1>>[F:24][C:23]([F:25])([F:26])[C:22]([NH:21][CH2:20][CH2:19][CH2:18][C:14]1[CH:15]=[CH:16][CH:17]=[C:12]([C:6]#[C:5][C:4]([OH:10])([CH:7]([CH3:9])[CH3:8])[CH:1]([CH3:3])[CH3:2])[CH:13]=1)=[O:27]

참가 물질

3

반응물 2

HCID 2200903-Isopropyl-4-methyl-1-pentyn-3-olHCID 57608389N-(3-(3-bromophenyl)propyl)-2,2,2-trifluoroacetamide

생성물 1

HCID 866284522,2,2-trifluoro-N-(3-(3-(3-hydroxy-3-isopropyl-4-methylpent-1-ynyl)phenyl)propyl)acetamide

실험 절차

Coupling of 3-isopropyl-4-methylpent-1-yn-3-ol with bromide 3 following the coupling method described in Example 17 gave 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3-isopropyl-4-methylpent-1-ynyl)phenyl)propyl)acetamide as a pale yellow oil. Yield (1.375 g, 66%): 1H NMR (400 MHz, DMSO-d6) δ 9.40 (br s, 1H), 7.26 (t, J=7.6 Hz, 1H), 7.17-7.22 (m, 3H), 4.81 (s, 1H), 3.17 (q, J=6.8 Hz, 2H), 2.56 (t, J=8.0 Hz, 2H), 1.86 (quint, J=6.8 Hz, 2H), 1.76 (quint, J=7.6 Hz, 2H), 0.99 (d, J=6.8 Hz, 6H), 0.94 (d, J=6.8 Hz, 6H).

출처 및 근거

ORD 기록
ord-dab8679c27434f58bad476f7870f16a1
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08766007B2

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