5-Amino-2-fluorobenzamide → 2-(3-Carbamoyl-4-fluorophenylamino)-2-(3-ethoxy-4-isopropoxyphenyl)acetic acid

HRID 1515515

반응식

HRID 1515515 반응식
[C:1]([C:4]1[CH:5]=[C:6]([NH:11][CH:12](C2C=CC(OC)=C(OC)C=2)[C:13]([OH:15])=[O:14])[CH:7]=[CH:8][C:9]=1[F:10])(=[O:3])[NH2:2].NC1C=C(C(F)=CC=1)C(N)=O.[CH2:37]([O:39][C:40]1[CH:41]=[C:42](B(O)O)[CH:43]=[CH:44][C:45]=1[O:46][CH:47]([CH3:49])[CH3:48])[CH3:38].O.C(O)(=O)C=O>>[C:1]([C:4]1[CH:5]=[C:6]([NH:11][CH:12]([C:42]2[CH:43]=[CH:44][C:45]([O:46][CH:47]([CH3:49])[CH3:48])=[C:40]([O:39][CH2:37][CH3:38])[CH:41]=2)[C:13]([OH:15])=[O:14])[CH:7]=[CH:8][C:9]=1[F:10])(=[O:3])[NH2:2]

참가 물질

5

반응물 4

HCID 27788995-Amino-2-fluorobenzamideHCID 15620607Glyoxylic acid, monohydrateHCID 594793922-(3-Carbamoyl-4-fluorophenylamino)-2-(3,4-dimethoxyphenyl)acetic acidHCID 59838044Boronic acid, [3-ethoxy-4-(1-methylethoxy)phenyl]-

생성물 1

HCID 594795092-(3-Carbamoyl-4-fluorophenylamino)-2-(3-ethoxy-4-isopropoxyphenyl)acetic acid수율 55%

실험 절차

21A was prepared in a procedure similar to that of 13A using 3-amino-6-fluorobenzamide, 3-ethoxy-4-isopropoxyphenylboronic acid and glyoxylic acid monohydrate. Yield: 55%. 1H NMR (400 MHz, Methanol-d4) δ ppm 1.28 (s, 3H) 1.29 (s, 3H) 1.37 (t, J=7.03 Hz, 3H) 4.05 (q, J=7.03 Hz, 2H) 4.46-4.55 (m, 1H) 5.00 (s, 1H) 6.78-6.84 (m, 1H) 6.90-6.99 (m, 2H) 7.02 (dd, J=8.35, 2.20 Hz, 1H) 7.07-7.12 (m, 2H), LCMS: 391 (M+1).

출처 및 근거

ORD 기록
ord-bb9b923e0772422ba7f5f7438d6273da
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222453B2

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