Lithium Hydroxide → Cyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-bromo-phenylamino)-2-methyl-benzooxazol-7-yl]-amide

HRID 1914904노트

반응식

HRID 1914904 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3[C:13]([F:22])=[C:14]([F:21])[C:15]4[N:16]=[C:17]([CH3:20])[O:18][C:19]=4[C:11]=3[N:10]([S:23]([CH:26]3[CH2:28][CH2:27]3)(=[O:25])=[O:24])C2=O)=[C:4]([F:30])[CH:3]=1.[Li+].[OH-].FC1C2N=COC=2C(NS(C2CC2)(=O)=O)=C(NC2C=CC(I)=CC=2F)C=1F>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:12]2[C:13]([F:22])=[C:14]([F:21])[C:15]3[N:16]=[C:17]([CH3:20])[O:18][C:19]=3[C:11]=2[NH:10][S:23]([CH:26]2[CH2:28][CH2:27]2)(=[O:24])=[O:25])=[C:4]([F:30])[CH:3]=1

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 53241452Cyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-iodo-phenylamino)-benzooxazol-7-yl]-amideHCID 672372936-(4-Bromo-2-fluoro-phenyl)-8-cyclopropanesulfonyl-4,5-difluoro-2-methyl-6,8-dihydro-imidazo [4',5':3,4]benzo[1,2-d]oxazol-7-one

생성물 1

HCID 53241562Cyclopropanesulfonic acid [4,5-difluoro-6-(2-fluoro-4-bromo-phenylamino)-2-methyl-benzooxazol-7-yl]-amide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Compound 1H was prepared from 6-(4-bromo-2-fluoro-phenyl)-8-cyclopropanesulfonyl-4,5-difluoro-2-methyl-6,8-dihydro-imidazo[4′,5′:3,4]benzo[1,2-d]oxazol-7-one (I-26a: 100 mg, 0.2 mmol) and LiOH (50 mg, 1.25 mmol) in water (2 mL) using procedures analogous to those described above for Compound 1A to afford 30 mg of the product (31.57% yield). H1NMR (CDCl3, 300 MHz): δ 7.30-7.24 (m, 1H), 7.11 (dt, 1H), 6.56 (s, 1H), 6.54-6.46 (m, 1H), 6.33 (s, 1H), 2.70 (s, 3H), 2.68-2.60 (m, 1H), 1.24-1.16 (m, 2H), 1.04-0.96 (m, 2H). LCMS: 95.35%, m/z=474.0 (M-2). HPLC: 93.89%

출처 및 근거

ORD 기록
ord-f551a3a104384ff9929b476c81725730
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614239B2

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