2-(4-Methoxy-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 4-[4-(3,4-Dichloro-phenyl)-thiazol-2-yl]-4'-methoxy-2'-nitro-biphenyl-2-carboxylic acid

HRID 1519284노트

반응식

HRID 1519284 반응식
C[O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=3)[N:14]=2)[CH:7]=[CH:6][C:5]=1Br.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30](B2OC(C)(C)C(C)(C)O2)=[C:29]([N+:42]([O-:44])=[O:43])[CH:28]=1>>[Cl:22][C:17]1[CH:16]=[C:15]([C:13]2[N:14]=[C:10]([C:8]3[CH:9]=[C:4]([C:3]([OH:2])=[O:24])[C:5]([C:30]4[CH:31]=[CH:32][C:27]([O:26][CH3:25])=[CH:28][C:29]=4[N+:42]([O-:44])=[O:43])=[CH:6][CH:7]=3)[S:11][CH:12]=2)[CH:20]=[CH:19][C:18]=1[Cl:21]

참가 물질

3

반응물 2

HCID 467387852-(4-Methoxy-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 86679833Methyl 2-bromo-5-(4-(3,4-dichlorophenyl)thiazol-2-yl)benzoate2회

생성물 1

HCID 715388804-[4-(3,4-Dichloro-phenyl)-thiazol-2-yl]-4'-methoxy-2'-nitro-biphenyl-2-carboxylic acid수율 1%

실험 절차

4-[4-(3,4-Dichloro-phenyl)-thiazol-2-yl]-4′-methoxy-2′-nitro-biphenyl-2-carboxylic acid was prepared in 1% yield (for two steps) from 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6) and 2-(4-methoxy-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (available from Combi-Blocks Inc.) using General Procedure A for Suzuki Coupling and Hydrolysis in Parallel Mode. 1H NMR (300 MHz, DMSO-d6) δ 8.55 (s, 1H), 8.49 (s, 1H), 8.45 (s, 1H), 8.31-8.36 (m, 1H), 8.27 (d, J=7.9 Hz, 1H), 8.03-8.13 (m, 1H), 7.73-7.80 (m, 1H), 7.67 (s, 1H), 7.45 (d, J=8.1 Hz, 1H), 7.37 (d, J=4.5 Hz, 1H), 3.92 (s, 3H).

후처리

  1. customfor Suzuki Coupling and Hydrolysis in Parallel Mode

출처 및 근거

ORD 기록
ord-611a02f66486493091ad1d974a06d45a
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073881B2

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