Sodium Carbonate → 8-[1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-piperidinyl]-8-azaspiro[4,5]decan-7,9-dione hydrochloride

HRID 127274

반응식

HRID 127274 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([Cl:16])[N:3]=1.[NH:17]1[CH2:22][CH2:21][CH:20]([N:23]2[C:32](=[O:33])[CH2:31][C:26]3([CH2:30][CH2:29][CH2:28][CH2:27]3)[CH2:25][C:24]2=[O:34])[CH2:19][CH2:18]1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[ClH:16].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[C:24](=[O:34])[CH2:25][C:26]4([CH2:30][CH2:29][CH2:28][CH2:27]4)[CH2:31][C:32]3=[O:33])[CH2:19][CH2:18]2)[N:3]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 128225538-(4-Piperidinyl)-8-azaspiro[4,5]decan-7,9-dione

생성물 1

HCID 205562598-[1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-piperidinyl]-8-azaspiro[4,5]decan-7,9-dione hydrochloride

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The mixture of 70 g of 4-amino-2-chloro-6,7-dimethoxyquinazoline, 73.2 g of 8-(4-piperidinyl)-8-azaspiro[4,5]decan-7,9-dione, 62.1 g of anhydrous sodium carbonate and 800 ml of dimethylformamide is stirred under nitrogen at 135° for 8 hours. It is allowed to cool to room temperature, filtered and the filtrate evaporated. The residue is poured with stirring and cooling into 300 ml of water, the mixture diluted with 1400 ml of water and filtered. The solids are triturated with 1600 ml of ethyl acetate and 10 ml of saturated aqueous sodium carbonate. The organic layer is separated, dried, evaporated and the residue dissolved in 1,000 ml of ethyl acetate. The solution is acidified with hydrogen chloride, the precipitate filtered off and recrystallized from aqueous methanol, to yield the 8-[1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-piperidinyl]-8-azaspiro[4,5]decan-7,9-dione hydrochloride melting at 277°-279° (dec.).

후처리

  1. filtrationfiltered
  2. customthe filtrate evaporated
  3. additionThe residue is poured
  4. stirringwith stirring
  5. temperaturecooling into 300 ml of water
  6. additionthe mixture diluted with 1400 ml of water
  7. filtrationfiltered
  8. customThe solids are triturated with 1600 ml of ethyl acetate and 10 ml of saturated aqueous sodium carbonate
  9. customThe organic layer is separated
  10. customdried
  11. customevaporated
  12. dissolutionthe residue dissolved in 1,000 ml of ethyl acetate
  13. filtrationthe precipitate filtered off
  14. customrecrystallized from aqueous methanol

출처 및 근거

ORD 기록
ord-817b4e461ae54bd5af134e56c97373d5
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04255429

연결된 노트

불러오는 중…