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

HRID 2251976ノート

反応式

HRID 2251976 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-99716637f51c4036a900e087b84d1919
出典データセット
uspto-grants-2008_01
特許番号
US07320994B2

反応ノート

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