Diisopropylethylamine → (S)-3-Methyl-2-[3-(2-methyl-quinolin-4-yl)-ureido]-butyric acid

HRID 2223716ノート

反応式

HRID 2223716 の反応式
[CH3:1][C:2]1[CH:11]=[C:10]([NH:12][C:13](NC2C3C(=CC=CC=3)N=C(C)C=2)=[O:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl.C[O:29][C:30](=[O:36])[C@H:31]([CH:33]([CH3:35])[CH3:34])[NH2:32].CCN(C(C)C)C(C)C>CO>[CH3:34][CH:33]([CH3:35])[C@H:31]([NH:32][C:13]([NH:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([CH3:1])[CH:11]=1)=[O:14])[C:30]([OH:29])=[O:36]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 111190Methyl valinate hydrochlorideHCID 179565591,3-Bis-(2-methyl-quinolin-4-yl)urea

生成物 1

HCID 59715919(S)-3-Methyl-2-[3-(2-methyl-quinolin-4-yl)-ureido]-butyric acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
80 °C

実験手順

A suspension of 1,3-bis-(2-methyl-quinolin-4-yl)-urea (342.4 mg, 1 mmol), valin methyl ester hydrochloride (167.6 mg, 1 mmol) and DIPEA (0.34 mL, 2 mmol) in MeOH (10 mL) is heated at 80° C. for 15 h. The solvent is evaporated and the residue is dissolved in 6N aqueous HCl (6 mL). The reaction mixture is heated at 90° C. for 12 h. Evaporation and purification by preparative HPLC provides the title compound.

後処理

  1. customThe solvent is evaporated
  2. dissolutionthe residue is dissolved in 6N aqueous HCl (6 mL)
  3. temperatureThe reaction mixture is heated at 90° C. for 12 h
  4. customEvaporation and purification by preparative HPLC

出典と根拠

ORDレコード
ord-193e665612ec4b8fbba5690dc79fd78b
出典データセット
uspto-grants-2008_05
特許番号
US07375227B2

反応ノート

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