(+/-)-5-(2,7-Dichloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione → (+/-)-5-(7-Chloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

HRID 324492노트

반응식

HRID 324492 반응식
Cl[C:2]1[S:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[C:13]([Cl:16])[CH:14]=[CH:15][C:8]=3[CH:7]([C:17]3[C:18](=[O:25])[NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH:22]=3)[C:5]=2[N:6]=1>C(O)(=O)C.[Zn]>[Cl:16][C:13]1[CH:14]=[CH:15][C:8]2[CH:7]([C:17]3[C:18](=[O:25])[NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH:22]=3)[C:5]3[N:6]=[CH:2][S:3][C:4]=3[CH:11]=[CH:10][C:9]=2[CH:12]=1

참가 물질

4

반응물 1

HCID 70113243(+/-)-5-(2,7-Dichloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

생성물 1

HCID 70113817(+/-)-5-(7-Chloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

Zinc powder (4 g) was added to a solution of the product from example 44 step (viii) (0.5 g) in acetic acid. After 24 h the solvent was evaporated under reduced pressure and the residue partitioned between saturated sodium bicarbonate solution and dichloromethane. The organic phase was collected, dried, (MgSO4) and solvent evaporated to leave as a beige foam. Purification by trituration and filtration from isohexane/ethyl acetate mixtures gave the title product.

후처리

  1. customAfter 24 h the solvent was evaporated under reduced pressure
  2. customthe residue partitioned between saturated sodium bicarbonate solution and dichloromethane
  3. customThe organic phase was collected
  4. customdried
  5. custom(MgSO4) and solvent evaporated
  6. customto leave as a beige foam
  7. customPurification
  8. filtrationby trituration and filtration from isohexane/ethyl acetate mixtures

출처 및 근거

ORD 기록
ord-f840ebdd4cad4fa2853399986fc0c241
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218376B1

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