1,2-Dichloroethane → HCID 59347881、化合物

HRID 20840

反応式

HRID 20840 の反応式
[CH3:1][C:2]([N:12]1[CH2:16][CH2:15][CH2:14][CH:13]1[CH3:17])([CH3:11])[CH:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:18][C:19]1[C:27]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](O)=[O:22].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(=O)([O-])O.[Na+]>C(Cl)Cl>[Cl:18][C:19]1[C:27]([C:28]([F:29])([F:30])[F:31])=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([NH:10][CH:3]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:2]([CH3:1])([N:12]1[CH2:16][CH2:15][CH2:14][CH:13]1[CH3:17])[CH3:11])=[O:22]

参加物

7

反応物 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27366772-Chloro-3-(trifluoromethyl)benzoic acidHCID 59347786[2-Methyl-2-(2-methyl-1-pyrrolidinyl)-1-phenylpropyl]amine

生成物 1

HCID 59347881HCID 59347881、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of [2-methyl-2-(2-methyl-1-pyrrolidinyl)-1-phenylpropyl]amine D26 (0.150 g; 0.647 mmol), 2-chloro-3-(trifluoromethyl)benzoic acid (0.174 g; 0.775 mmol), EDC (0.149 g; 0.777 mmol) and HOBt (0.020 g; 0.148 mmol) in DCM (4 ml) was shaken at room temperature for 66 hours. Saturated sodium hydrogen carbonate (8 ml) was added and shaking continued for 0.5 hours. The organic layer was passed through a phase separation cartridge and applied to a 2 g SCX column. The column was washed with DCM and methanol and the product eluted with 1M ammonia in methanol. The crude product was purified by chromatography on silica gel (20 g) eluting with 0-100% ethyl acetate in pentane gradient to afford the title compound as two pairs of enantiomers.

後処理

  1. stirringshaking
  2. waitcontinued for 0.5 hours
  3. customThe organic layer was passed through a phase separation cartridge
  4. washThe column was washed with DCM and methanol
  5. washthe product eluted with 1M ammonia in methanol
  6. customThe crude product was purified by chromatography on silica gel (20 g)
  7. washeluting with 0-100% ethyl acetate in pentane gradient

出典と根拠

ORDレコード
ord-d442d140b910474784016bfda8a268a9
出典データセット
uspto-grants-2010_06
特許番号
US07745642B2

関連ノート

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