3,5-Dimethyl-4-hydroxybenzonitrile → 4-[(2,6-Dichloropyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrile

HRID 243534

반응식

HRID 243534 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:27]#[N:28])[CH:5]=[C:6]([CH3:26])[C:7]=1[O:8]C1N=C(NC2C=CC(C#N)=CC=2)N=C(N)C=1Br.[Cl:29][C:30]1[N:35]=[C:34]([Cl:36])[CH:33]=[C:32](Cl)[N:31]=1.CC1C=C(C=C(C)C=1O)C#N>>[Cl:29][C:30]1[N:31]=[C:32]([O:8][C:7]2[C:2]([CH3:1])=[CH:3][C:4]([C:27]#[N:28])=[CH:5][C:6]=2[CH3:26])[CH:33]=[C:34]([Cl:36])[N:35]=1

참가 물질

4

반응물 3

HCID 201763,5-Dimethyl-4-hydroxybenzonitrileHCID 773782,4,6-TrichloropyrimidineHCID 193962Etravirine

생성물 1

HCID 497575634-[(2,6-Dichloropyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrile

실험 절차

WO 2010150279 describes a process for the formation of Etravirine, comprising condensation of 2,4,6-trichloropyrimidine with 3,5-dimethyl-4-hydroxybenzonitrile to give 4-[(2,6-dichloro)-4-pyrimidinyloxy]-3,5-dimethyl benzonitrile, which is condensed with 4-aminobenzonitrile. Aminolysis of the resulting compound followed by halogenation gives Etravirine.

출처 및 근거

ORD 기록
ord-ae122e317d6c493fbe51d722b0d90d3e
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653266B2

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