Dichloromethane → 3-{4-[4-(2-Amino-2-dimethylcarbamoyl-ethyl)-phenoxy]-phenyl}-propionic acid methyl ester hydrochloric acid salt

HRID 748995ノート

反応式

HRID 748995 の反応式
[CH3:1][O:2][C:3](=[O:34])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH:20]([NH:26]C(OC(C)(C)C)=O)[C:21](=[O:25])[N:22]([CH3:24])[CH3:23])=[CH:15][CH:14]=2)=[CH:8][CH:7]=1.C(Cl)[Cl:36]>>[ClH:36].[CH3:1][O:2][C:3](=[O:34])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH:20]([NH2:26])[C:21](=[O:25])[N:22]([CH3:23])[CH3:24])=[CH:15][CH:14]=2)=[CH:8][CH:7]=1

参加物

3

反応物 2

HCID 6344DichloromethaneHCID 59762818HCID 59762818、化合物

生成物 1

HCID 691134593-{4-[4-(2-Amino-2-dimethylcarbamoyl-ethyl)-phenoxy]-phenyl}-propionic acid methyl ester hydrochloric acid salt

反応条件

温度
2.5 °C

実験手順

Amide compound 5 (1.8 g) was dissolved in CH2Cl2 (30 mL) and cooled to 0-5° C. Hydrogen chloride gas was bubbled through this solution for 20 min. The bubbling was discontinued and the reaction mixture was stirred at room temperature for 2 h. The excess HCl was degassed and the CH2Cl2 was removed. The residual sticky solid was dried under vacuum without further purification to yield the crude hydrochloride salt 23 (1.5 g, quantitative yield). 1H NMR (400 MHz, DMSO-d6): 7.20 (overlapped d, J=8.4 Hz, 2H), 7.18 (overlapped d, J=8.4 Hz, 2H), 6.90 (d, J=8.8 Hz, 2H), 6.86 (d, J=8.8 Hz, 2H), 4.50 (m, 1H), 3.55 (s, 3H), 2.98-3.04 (m, 3H), 2.91 (dd, J=14.0 and 8.0 Hz, 1H), 2.80 (t, J=7.2 Hz, 2H), 2.77 (s, 3H), 2.67 (s, 3H), 2.59 (t, J=7.2 Hz, 2H).

後処理

  1. customHydrogen chloride gas was bubbled through this solution for 20 min
  2. customThe excess HCl was degassed
  3. customthe CH2Cl2 was removed
  4. customThe residual sticky solid was dried under vacuum without further purification

出典と根拠

ORDレコード
ord-237bb27088074af9afa3b87182c524ca
出典データセット
uspto-grants-2008_07
特許番号
US07399786B2

反応ノート

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