Hydrochloric Acid → [1-(3,5-bis-trifluoromethyl-benzyl)-5-morpholin-4-yl-1H-[1,2,3]triazol-4-yl]-morpholin-4-yl-methanone

HRID 2251976노트

반응식

HRID 2251976 반응식
C(O[C:4]([C:6]1[N:7]=[N:8][N:9]([CH2:12][C:13]2[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([C:23]([F:26])([F:25])[F:24])[CH:14]=2)[C:10]=1Cl)=[O:5])C.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.Cl>CCOC(C)=O>[F:24][C:23]([F:25])([F:26])[C:15]1[CH:14]=[C:13]([CH:18]=[C:17]([C:19]([F:21])([F:22])[F:20])[CH:16]=1)[CH2:12][N:9]1[C:10]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[C:6]([C:4]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:5])[N:7]=[N:8]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8083MorpholineHCID 866012051-(3,5-bis-trifluoromethyl-benzyl)-5-chloro-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester

생성물 1

HCID 86601245[1-(3,5-bis-trifluoromethyl-benzyl)-5-morpholin-4-yl-1H-[1,2,3]triazol-4-yl]-morpholin-4-yl-methanone

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

Dissolve 1-(3,5-bis-trifluoromethyl-benzyl)-5-chloro-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester in morpholine (20 eq). Stir at 70° C. overnight then increase temp to 80° C. and continue stirring for another 60 hours. Cool to RT, pour into separatory funnel with EtOAc and 1N HCl. Separate layers and wash organic layer with 1N HCl and then with brine. Dry over MgSO4, filter, and concentrate. Purify via silica gel chromatography using a gradient of 1:1 to 1:5 hexanes:EtOAc to give the desired product. MS (IS) 494.2 (M+1). Rf=0.16 (1:1 Hexanes:EtOAc)

후처리

  1. temperaturethen increase temp to 80° C.
  2. stirringcontinue stirring for another 60 hours
  3. temperatureCool to RT
  4. washSeparate layers and wash organic layer with 1N HCl
  5. dry with materialDry over MgSO4
  6. filtrationfilter
  7. concentrationconcentrate
  8. customPurify via silica gel chromatography

출처 및 근거

ORD 기록
ord-99716637f51c4036a900e087b84d1919
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320994B2

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