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Hydrochloric Acid → 2-(Ethylsulfanyl)-6-morpholin-4-yl-4-(trifluoromethyl)-pyridine-3-carboxylic acid

HRID 1039750
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HRID 1039750 반응식
[CH2:1]([S:3][C:4]1[C:9]([C:10]([O:12]C)=[O:11])=[C:8]([C:14]([F:17])([F:16])[F:15])[CH:7]=[C:6]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[N:5]=1)[CH3:2].CO.C1COCC1.[Li+].[OH-].Cl>CCOC(C)=O>[CH2:1]([S:3][C:4]1[C:9]([C:10]([OH:12])=[O:11])=[C:8]([C:14]([F:17])([F:16])[F:15])[CH:7]=[C:6]([N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[N:5]=1)[CH3:2]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 67287001HCID 67287001, 화합물

생성물 1

HCID 672876242-(Ethylsulfanyl)-6-morpholin-4-yl-4-(trifluoromethyl)-pyridine-3-carboxylic acid수율 42%

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

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온도
60 °C

실험 절차

A solution of 440 mg (1.3 mmol) methyl 2-(ethylsulfanyl)-6-morpholin-4-yl-4-(trifluoromethyl)-pyridine-3-carboxylate in a MeOH/THF mixture (6 ml, 1:1 v/v) was treated with a 2M aq. LiOH sol. (3 ml) and was then stirred at 60° C. for 5 d. After cooling to RT the RM was acidified with a 2M aq. HCl sol. to pH 2. Upon dilution with EtOAc the precipitate formed was filtered off to give 176 mg (0.5 mmol, 42%) 2-(ethylsulfanyl)-6-morpholin-4-yl-4-(trifluoromethyl)-pyridine-3-carboxylic acid, which was used in the next step without further purification.

후처리

  1. temperatureAfter cooling to RT the RM
  2. filtrationwas filtered off

출처 및 근거

ORD 기록
ord-5adb03771b3b450d902c35d0222eb971
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08552200B2

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