Hydrochloric Acid → 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-(pyridin-2-ylmethoxy)-1H-indol-2-yl)-2,2-dimethylpropanoic acid

HRID 274417노트

반응식

HRID 274417 반응식
C([O:4][C:5](=[O:40])[C:6]([CH3:39])([CH3:38])[CH2:7][C:8]1[N:9]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)[C:10]2[C:15]([C:16]=1[S:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:14][C:13]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1)=[CH:12][CH:11]=2)C=C.CO.[Li+].[OH-].Cl>C1COCC1>[Cl:37][C:34]1[CH:35]=[CH:36][C:31]([CH2:30][N:9]2[C:10]3[C:15](=[CH:14][C:13]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)=[CH:12][CH:11]=3)[C:16]([S:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[C:8]2[CH2:7][C:6]([CH3:39])([CH3:38])[C:5]([OH:40])=[O:4])=[CH:32][CH:33]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 152294413-[1-(4-Chlorobenzyl)-3-(t-butylthio)-5-(pyridin-2-ylmethyoxy)indol-2-yl]-2,2-dimethylpropanoic acid allyl ester

생성물 1

HCID 98286303-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-(pyridin-2-ylmethoxy)-1H-indol-2-yl)-2,2-dimethylpropanoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The compound from Step 1 (133 mg) was dissolved in THF (5 mL), MeOH (3 mL), and 1N LiOH (1.2 mL) and heated at 55° C. for 1 hour. After cooling to room temperature, the mixture was acidified with 1N HCl and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered, and evaporated to dryness. The residue was swished in ether/hexane, affording the title compound as a white solid, m.p. 186.2°-187.7° C.

후처리

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-3b3f223e6a3d453a8769b4920cc904fe
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05389650

반응 노트

불러오는 중…