3,4-Dimethoxyphenylboronic acid → 2-(5-Carbamoyl-2-fluorophenylamino)-2-(3,4-dimethoxyphenyl)acetic acid

HRID 1515514

반응식

HRID 1515514 반응식
[C:1]([C:4]1[CH:5]=[C:6]([NH:10][CH:11]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[C:12]([OH:14])=[O:13])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[NH2:2].NC1C=C(C=CC=1[F:35])C(N)=O.COC1C=C(B(O)O)C=CC=1OC.O.C(O)(=O)C=O>>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([F:35])=[C:6]([NH:10][CH:11]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[C:12]([OH:14])=[O:13])[CH:5]=1)(=[O:3])[NH2:2]

참가 물질

5

반응물 4

HCID 27347023,4-Dimethoxyphenylboronic acidHCID 15620607Glyoxylic acid, monohydrateHCID 167821003-Amino-4-fluorobenzamideHCID 598380342-(3-Carbamoylphenylamino)-2-(3,4-dimethoxyphenyl)acetic acid

생성물 1

HCID 594794712-(5-Carbamoyl-2-fluorophenylamino)-2-(3,4-dimethoxyphenyl)acetic acid수율 55%

실험 절차

19C was prepared in a procedure similar to that of 1A using 19B, 3,4-dimethoxyphenylboronic acid and glyoxylic acid monohydrate. Yield: 55%. 1H NMR (400 MHz, Methanol-d4) δ ppm 3.78 (s, 3H) 3.81 (s, 3H) 5.15 (s, 1H) 6.90 (d, J=7.91 Hz, 1H) 7.01-7.08 (m, 2H) 7.12 (d, J=1.76 Hz, 1H) 7.13-7.17 (m, 2H), LCMS: 349 (M+1).

출처 및 근거

ORD 기록
ord-da457efa483f4f6faa4b34a9dd44e02a
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222453B2

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