Hydrochloric Acid → 2-hydroxy-3-methyl-2-[6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1.5]benzodiazepin-8-yl]butanoic acid

HRID 1691474노트

반응식

HRID 1691474 반응식
[OH:1][C:2]([C:11]1[CH:12]=[CH:13][C:14]2[NH:20][C:19]3[N:21]=[C:22]([C:25]([F:28])([F:27])[F:26])[CH:23]=[CH:24][C:18]=3[CH2:17][N:16]([S:29]([C:32]3[CH:37]=[CH:36][C:35]([O:38][C:39]([F:42])([F:41])[F:40])=[CH:34][CH:33]=3)(=[O:31])=[O:30])[C:15]=2[CH:43]=1)([CH:8]([CH3:10])[CH3:9])[C:3]([O:5]CC)=[O:4].[Li+].[OH-].Cl>CCO.O>[OH:1][C:2]([C:11]1[CH:12]=[CH:13][C:14]2[NH:20][C:19]3[N:21]=[C:22]([C:25]([F:27])([F:28])[F:26])[CH:23]=[CH:24][C:18]=3[CH2:17][N:16]([S:29]([C:32]3[CH:33]=[CH:34][C:35]([O:38][C:39]([F:40])([F:42])[F:41])=[CH:36][CH:37]=3)(=[O:31])=[O:30])[C:15]=2[CH:43]=1)([CH:8]([CH3:10])[CH3:9])[C:3]([OH:5])=[O:4]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59618714Ethyl 2-hydroxy-3-methyl-2-[6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-8-yl]butanoate

생성물 1

HCID 596187012-hydroxy-3-methyl-2-[6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1.5]benzodiazepin-8-yl]butanoic acid

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of ethyl 2-hydroxy-3-methyl-2-[6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-8-yl]butanoate (153 mg, 0.242 mmol, Example 509) in 4 mL of EtOH was added a solution of 1N LiOH (2.5 ml) in water, and the solution was stirred for 48 h at rt. LC-MS showed the reaction complete. The reaction pH was adjusted to 6-7 with 1N HCl, and the mixture was concentrated. The resulting residue was dissolved in CH2Cl2 and filtered to remove the salt. The filtrate was concentrated and the residue was purified by chromatography to give the title compound as a white solid; Mass Spectrum: m/e=606 (M+1).

후처리

  1. concentrationthe mixture was concentrated
  2. dissolutionThe resulting residue was dissolved in CH2Cl2
  3. filtrationfiltered
  4. customto remove the salt
  5. concentrationThe filtrate was concentrated
  6. customthe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-994ecc355445497595bf6acac1c7b605
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153626B2

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