Dichloromethane → 3-{4-[4-(2-Amino-2-dimethylcarbamoylethyl)-phenoxy]-phenyl}-propionic acid hydrochloride

HRID 748982ノート

反応式

HRID 748982 の反応式
C(OC([NH:8][CH:9]([C:29](=[O:33])[N:30]([CH3:32])[CH3:31])[CH2:10][C:11]1[CH:28]=[CH:27][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:18][CH:17]=2)=[CH:13][CH:12]=1)=O)(C)(C)C.C(Cl)[Cl:35]>>[ClH:35].[NH2:8][CH:9]([C:29](=[O:33])[N:30]([CH3:32])[CH3:31])[CH2:10][C:11]1[CH:28]=[CH:27][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:18][CH:17]=2)=[CH:13][CH:12]=1

参加物

3

反応物 2

HCID 6344DichloromethaneHCID 597628113-{4-[4-(2-Tert-butoxycarbonylamino-2-dimethylcarbamoyl-ethyl)-phenoxy]-phenyl}-propionic acid

生成物 1

HCID 159824543-{4-[4-(2-Amino-2-dimethylcarbamoylethyl)-phenoxy]-phenyl}-propionic acid hydrochloride収率 87%

反応条件

温度
2.5 °C

実験手順

The acid compound 6 (0.8 g) was dissolved in CH2Cl2 (20 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 1 h. The excess HCl was degassed and the CH2Cl2 was removed. The residual solid was triturated with EtOAc (2×25 mL), decanted, and dried to yield the desired compound 10 as a white amorphous solid (0.6 g, 87%). 1H NMR (DMSO-d6): 12.20 (br, 1H), 7.24 (d, J=8.4 Hz, 2H), 7.21 (d, J=8.8 Hz, 2H), 6.96 (d, J=8.8 Hz, 2H), 6.90 (d, J=8.0 Hz, 2H), 4.53 (m, 1H), 3.04 (dd, J=13.2 and 6.0 Hz, 1H), 2.95 (dd, J=14.0 and 8.0 Hz, 1H), 2.81 (m, 5H), 2.71 (s, 3H), 2.53 (t, J=7.6 Hz, 2H). LCMS (m/e): Obsd. 357.0, Calcd. 356.42

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 solid was triturated with EtOAc (2×25 mL)
  5. customdecanted
  6. customdried

出典と根拠

ORDレコード
ord-704b384940c84562afa8c148aac204b7
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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