Sodium Hydroxide → HCID 21487853, 화합물

HRID 1414574노트

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HRID 1414574 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:20][CH2:19][C:18](=O)[CH2:17][CH2:16]1.[NH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1.[BH4-].[Na+].[OH-].[Na+]>C1C=CC=CC=1.CCOCC.O.C(O)(=O)C.C(O)C>[N:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[CH2:23][NH:22][CH:18]1[CH2:19][CH2:20][N:15]([C:6]2[C:5]3[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=3)[N:9]=[CH:8][N:7]=2)[CH2:16][CH2:17]1

참가 물질

10

반응물 4

HCID 14798Sodium HydroxideHCID 195092-PyridinemethanamineHCID 4311764Sodium borohydrideHCID 147388231-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinone

생성물 1

HCID 21487853HCID 21487853, 화합물수율 52.2%

시약·촉매·용매 5

HCID 176Acetic Acid용매HCID 241Benzene용매HCID 702Ethanol용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

1-(6,7-Dimethoxyquinazolin-4-yl)piperid-4-one (2.9g) (which may be prepared as in part A of Example 91, hereinafter), and 2-aminomethylpyridine (1.19g) were refluxed together for two hours in benzene (50 ml.) in a flask fitted with a Dean and Stark trap. Ethanol (50 ml.) was added to the cooled solution followed by the slow addition of sodium borohydride (0.76g) with stirring. On completion of the addition stirring as continued for two hours followed by the addition of excess acetic acid. The mixture was poured into water, basified with 5N sodium hydroxide and was extracted with chloroform. Evaporation of the chloroform layer gave a yellow oil which solidified on trituration with ether. Recrystallization from ethyl acetate gave 4-[4-(2-pyridylmethyl-amino)piperidino]-6,7-dimethoxyquinazoline (2 g) m.p. 151°-155° C.

후처리

  1. customfitted with a Dean and Stark trap
  2. additionOn completion of the addition
  3. stirringstirring
  4. extractionwas extracted with chloroform
  5. customEvaporation of the chloroform layer
  6. customgave a yellow oil which
  7. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-ef547666bb804d20b90fd13fe304d326
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04001422

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