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2-Chloro-3-(trifluoromethyl)phenylboronic Acid (contains varying amounts of Anhydride) → HCID 86679867, 화합물

HRID 1519374
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인쇄 미리보기

반응식

HRID 1519374 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.[Cl:25][C:26]1[C:31]([C:32]([F:35])([F:34])[F:33])=[CH:30][CH:29]=[CH:28][C:27]=1B(O)O>>[Cl:25][C:26]1[C:31]([C:32]([F:33])([F:34])[F:35])=[CH:30][CH:29]=[CH:28][C:27]=1[C:5]1[C:4]([C:3]([OH:2])=[O:24])=[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]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 445581432-Chloro-3-(trifluoromethyl)phenylboronic Acid (contains varying amounts of Anhydride)HCID 86679833Methyl 2-bromo-5-(4-(3,4-dichlorophenyl)thiazol-2-yl)benzoate2회

생성물 1

HCID 86679867HCID 86679867, 화합물수율 2.3%

실험 절차

Using the conditions of General Procedure A for Suzuki Coupling and Hydrolysis in Parallel Mode, 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6; 111 mg, 0.25 mmol) was reacted with 2-chloro-3-(trifluoromethyl)phenylboronic acid (available from Combi-Blocks Inc.; 112 mg, 0.5 mmol). The resulting ester was hydrolyzed and the acid was purified to give 2′-chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-3′-trifluoromethyl-biphenyl-2-carboxylic acid (3 mg, 2%). 1H NMR (300 MHz, DMSO-d6) δ 13.22 (br s, 1H), 8.58 (br. s., 1H), 8.50 (s, 1H), 8.27-8.36 (m, 2H), 8.10 (d, J=7.3 Hz, 1H), 7.87-7.93 (m, 1H), 7.78 (d, J=8.5 Hz, 1H), 7.61-7.70 (m, 2H), 7.47-7.53 (m, 1H).

후처리

  1. customthe acid was purified

출처 및 근거

ORD 기록
ord-e8176d74adc346be9d426725973736b5
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073881B2

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