Acetonitrile → Ethyl {3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-phenyl]ureido}acetate hydrochloride

HRID 1295439노트

반응식

HRID 1295439 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:15]=[C:16](NC(NC(CO)CO)=O)[CH:17]=[CH:18][CH:19]=1.[N:29]([CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])=[C:30]=[O:31].C(#[N:40])C>>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:19]=[CH:18][C:17]([NH:40][C:30](=[O:31])[NH:29][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:16][CH:15]=1

참가 물질

4

반응물 3

HCID 6342AcetonitrileHCID 76283Ethyl isocyanatoacetateHCID 113847081-[3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-(2-hydroxy-1-hydroxymethylethyl)urea2회

생성물 1

HCID 86595894Ethyl {3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-phenyl]ureido}acetate hydrochloride

실험 절차

4-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine (95 mg, example 1, intermediate 6) was dissolved in acetonitrile (2 ml) and ethyl isocyanatoacetate (30 mg) was added dropwise with stirring. After four hours, the solution was concentrated and the residue purified by means of preparative HPLC. The product-containing fractions were combined, the acetonitrile was removed on a rotary evaporator, and the aqueous residue was neutralized with potassium carbonate and extracted three times with ethyl acetate. Drying over magnesium sulfate was followed by drying. The residue was taken up with aqueous hydrochloric acid and freeze-dried. 107 mg of the desired compound were obtained.

후처리

  1. concentrationthe solution was concentrated
  2. customthe residue purified by means of preparative HPLC
  3. customthe acetonitrile was removed on a rotary evaporator
  4. extractionextracted three times with ethyl acetate
  5. dry with materialDrying over magnesium sulfate
  6. customby drying
  7. customfreeze-dried

출처 및 근거

ORD 기록
ord-6bbfff92812e4451ba294992c78698ab
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07241775B2

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