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

HRID 2223716노트

반응식

HRID 2223716 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-193e665612ec4b8fbba5690dc79fd78b
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375227B2

반응 노트

불러오는 중…