Hydrochloric Acid → HCID 18470687, 화합물

HRID 2228639노트

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HRID 2228639 반응식
[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]

참가 물질

10

반응물 7

HCID 313Hydrochloric AcidHCID 962Water2회HCID 5426ThalidomideHCID 7922Succinic anhydrideHCID 8471TriethylamineHCID 755674-PyrrolidinopyridineHCID 9900574Cps-11

생성물 1

HCID 18470687HCID 18470687, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-3c428310b8a6480a81b32c17b7a28c6e
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06417197B1

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