Hydrochloric Acid → HCID 18470687、化合物

HRID 2228639ノート

反応式

HRID 2228639 の反応式
[CH:1]1[CH:2]=[CH:3][C:4]2[C:10](=[O:11])[N:9]([CH:12]3[C:18](=[O:19])[N:17](CO)[C:15](=[O:16])[CH2:14][CH2:13]3)[C:7](=[O:8])[C:5]=2[CH:6]=1.[C:22]1(=O)[O:27][C:25](=[O:26])[CH2:24][CH2:23]1.C(N(CC)CC)C.N1(C2C=CN=CC=2)CCCC1.Cl.C1C=CC2C(=O)N(C3[C:65](=[O:66])NC(=O)CC3)C(=O)C=2C=1.[OH2:67]>ClCCl.C(OCC)(=O)C>[O:8]=[C:7]1[C:5]2[C:4](=[CH:3][CH:2]=[CH:1][CH:6]=2)[C:10](=[O:11])[N:9]1[CH:12]1[CH2:13][CH2:14][C:15](=[O:16])[N:17]([C:24]([C:25]([O:27][CH3:22])=[O:26])([CH3:23])[C:65]([OH:66])=[O:67])[C:18]1=[O:19]

参加物

10

反応物 7

HCID 313Hydrochloric AcidHCID 962Water2 回HCID 5426ThalidomideHCID 7922Succinic anhydrideHCID 8471TriethylamineHCID 755674-PyrrolidinopyridineHCID 9900574Cps-11

生成物 1

HCID 18470687HCID 18470687、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2.88 g (10 mmoles) N-hydroxymethylthalidomide, 2 g (20 mmoles) succinic anhydride, 2.8 ml (20 mmoles) triethylamine and 0.15 g (1 mmole) 4-pyrrolidinopyridine were stirred in 50 ml dry dichloromethane for 24 hours at room temperature. The reaction mixture was subsequently shaken firstly with 5% hydrochloric acid and then with water. After drying the organic phases over magnesium sulphate and removing the solvent by distillation, the residue obtained was treated with a small amount of ethyl acetate and the precipitated crystals were recrystallised from ethanol 2.66 g (68% theoretical) of compound 9 were obtained, with a melting point of 143 to 146° C. and a solubility in water of 16.7 mg/ml, corresponding to 11.1 mg thalidomide/ml.

後処理

  1. dry with materialAfter drying the organic phases over magnesium sulphate
  2. customremoving the solvent
  3. distillationby distillation
  4. customthe residue obtained
  5. customthe precipitated crystals were recrystallised from ethanol 2.66 g (68% theoretical) of compound 9
  6. customwere obtained, with a melting point of 143 to 146° C.

出典と根拠

ORDレコード
ord-3c428310b8a6480a81b32c17b7a28c6e
出典データセット
uspto-grants-2002_07
特許番号
US06417197B1

反応ノート

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