Ammonium Chloride → HCID 14181392、化合物

HRID 2231819

反応式

HRID 2231819 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 14181392HCID 14181392、化合物

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 3283Diethyl Ether溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-93010ce2609f400aab113940f6ed984a
出典データセット
uspto-grants-1988_11
特許番号
US04784996

関連ノート

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