Ammonium Chloride → HCID 14181392, 화합물

HRID 2231819

반응식

HRID 2231819 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH3:7].[Mg].[CH3:9][C:10]1([CH3:24])[CH2:23][N:14]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=3[C:21](=[O:22])[C:13]2=[N:12][CH2:11]1.[Cl-].[NH4+]>C(OCC)C.ClCCCl>[CH3:9][C:10]1([CH3:24])[CH2:23][N:14]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=3[C:21]([OH:22])([CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH3:7])[C:13]2=[N:12][CH2:11]1

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 5211681-Bromo-4-methoxybutaneHCID 5462224MagnesiumHCID 157447573,4-dihydro-3,3-dimethylpyrimido[1,2-a]indole-10(2H)-one

생성물 1

HCID 14181392HCID 14181392, 화합물

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 3283Diethyl Ether용매

실험 절차

A solution of 1-bromo-4-methoxybutane (6.26 g) in diethyl ether (23 ml) was added dropwise to stirred magnesium turnings (0.9 g) under nitrogen, at a rate sufficient to maintain reflux. The mixture was stirred for a further 45 min., then a solution of 3,4-dihydro-3,3-dimethylpyrimido[1,2-a]indole-10(2H)-one (1.6 g) in 1,2-dichloroethane (75 ml) was added dropwise. The mixture was stirred for 30 min., then poured into aqueous ammonium chloride solution and extracted with chloroform (2×100 ml). The chloroform extracts were combined, dried (MgSO4) and evaporated under reduced pressure giving an orange solid. Trituration from ethyl acetate, followed by recrystallisation from ethyl acetate gave the title compound (1.2 g(. Addition of ethereal hydrogen chloride to a solution of the free base in methanol, followed by evaporation of the solvents and crystallisation of the resulting solid from propan-2-ol gave the hydrochloride salt (0.6 g), m.p. 188°-190°.

후처리

  1. temperatureat a rate sufficient to maintain
  2. temperaturereflux
  3. stirringThe mixture was stirred for 30 min.
  4. extractionextracted with chloroform (2×100 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated under reduced pressure
  7. customgiving an orange solid
  8. customTrituration from ethyl acetate, followed by recrystallisation from ethyl acetate

출처 및 근거

ORD 기록
ord-93010ce2609f400aab113940f6ed984a
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04784996

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