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Dimethylcarbamoyl Chloride → 1,2,3,4-Tetrahydro-6((dimethylamino)carbonyl)oxy-2-N-(3-(2-thienyl)propionyl)isoquinoline

HRID 1088698
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HRID 1088698 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12](=[O:20])[CH2:13][CH2:14][C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)[CH2:6][CH2:5]2.[CH3:21][N:22]([CH3:26])[C:23](Cl)=[O:24]>N1C=CC=CC=1>[CH3:21][N:22]([CH3:26])[C:23]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12](=[O:20])[CH2:13][CH2:14][C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)[CH2:6][CH2:5]2)=[O:24]
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참가 물질

4

반응물 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 157187121,2,3,4,-Tetrahydro-6-hydroxy-N-3-(2-thienyl)propionylisoquinoline

생성물 1

HCID 157187151,2,3,4-Tetrahydro-6((dimethylamino)carbonyl)oxy-2-N-(3-(2-thienyl)propionyl)isoquinoline

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of the product of Example 14 (1.5 g) in pyridine (10 mL) at 0° C. was added dropwise dimethyl carbamyl chloride (0.52 mL) and the resulting solution was heated at 70°-80° C. for 24 hours. The pyridine was removed and the reaction diluted with CH2Cl2, washed with water (3x), brine, dried (MgSO4), filtered and concentrated. Chromatography of the residue on silica gel (elution with 1% CH2OH/CH2Cl2) provided 1.29 g of the desired product.

후처리

  1. temperaturethe resulting solution was heated at 70°-80° C. for 24 hours
  2. customThe pyridine was removed
  3. additionthe reaction diluted with CH2Cl2
  4. washwashed with water (3x), brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-22103695e1ac40019461d96c5a3a737e
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04963563

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