Metoclopramide → HCID 14372582、化合物

HRID 620260

反応式

HRID 620260 の反応式
[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]([C:6]([NH:8][CH2:9][CH2:10][N:11]([CH2:14]C)[CH2:12]C)=[O:7])=[C:4]([O:19]C)[CH:3]=1.NC1C(Cl)=CC(C(NCCN(C)C)=O)=C(OC)C=1>>[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]([C:6]([NH:8][CH2:9][CH2:10][N:11]([CH3:14])[CH3:12])=[O:7])=[C:4]([OH:19])[CH:3]=1

参加物

3

反応物 2

HCID 4168MetoclopramideHCID 103785104-Amino-5-chloro-N-[2-(dimethylamino)ethyl]-2-methoxybenzamide

生成物 1

HCID 14372582HCID 14372582、化合物収率 89%

実験手順

The general procedure of Preparation 1A was repeated except that the 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide utilized therein was replaced by 4-amino-5-chloro-N-[2-(dimethylamino)ethyl]-2-methoxybenzamide (prepared according to U.K. Pat. No. 1,793,771). The solvent (DMF) was removed in vacuo, and the residue treated with water and methylene chloride saturated with carbon dioxide, concentrated, and the crude product isolated in 89% yield by extraction with ethanol. A sample was chromatographed on a silica gel column usimg methylene chloride (97), methanol (3), ammonia (0.3) solvent system. The appropriate fractions were combined and concentrated in vacuo. The residue was crystallized from methanol to give the title compound as a colorless solid, mp. 163°-165°.

後処理

  1. customprepared
  2. customThe solvent (DMF) was removed in vacuo
  3. additionthe residue treated with water and methylene chloride saturated with carbon dioxide
  4. concentrationconcentrated
  5. customthe crude product isolated in 89% yield by extraction with ethanol
  6. customA sample was chromatographed on a silica gel column usimg methylene chloride (97), methanol (3), ammonia (0.3) solvent system
  7. concentrationconcentrated in vacuo
  8. customThe residue was crystallized from methanol

出典と根拠

ORDレコード
ord-6127a8d94fc743ae828eae8a2d912673
出典データセット
uspto-grants-1989_04
特許番号
US04820715

関連ノート

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