Triethylamine → 6-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidyl}-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxamide hydrochloride hemihydrate

HRID 329739

反応式

HRID 329739 の反応式
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:4][CH:3]1[O:19][CH3:20].C(N(CC)CC)C.[Cl:28][C:29]1[CH:30]=[C:31]([C:41](Cl)=[O:42])[C:32]2[O:37][CH2:36][C:35](=[O:38])[N:34]([CH3:39])[C:33]=2[CH:40]=1>C(Cl)(Cl)Cl>[OH2:11].[ClH:28].[Cl:28][C:29]1[CH:30]=[C:31]([C:41]([NH:1][CH:2]2[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][O:11][C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)[CH2:4][CH:3]2[O:19][CH3:20])=[O:42])[C:32]2[O:37][CH2:36][C:35](=[O:38])[N:34]([CH3:39])[C:33]=2[CH:40]=1.[Cl:28][C:29]1[CH:30]=[C:31]([C:41]([NH:1][CH:2]2[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][O:11][C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)[CH2:4][CH:3]2[O:19][CH3:20])=[O:42])[C:32]2[O:37][CH2:36][C:35](=[O:38])[N:34]([CH3:39])[C:33]=2[CH:40]=1.[ClH:28]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 136778321-(3-(4-Fluorophenoxy)propyl)-3-methoxypiperidin-4-amineHCID 299420066-Chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carbonyl chloride

生成物 1

HCID 1317162386-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidyl}-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxamide hydrochloride hemihydrate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

To a solution of 1.2 g of 4-amino-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidine and 1.2 g of triethylamine in 50 ml of chloroform is added a solution of 2.5 g of 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid chloride in 10 ml of chloroform under cooling and stirring followed by stirring at room temperature for 4 hours. The resultant solution is washed with water, aqueous sodium hydrogen carbonate and then water, and dried over magnesium sulfate. After the solvent is distilled off under reduced pressure, the residue is purified by chromatography on silica gel using chloroform as an eluent, recrystallized from ethanol and treated with ethanolic hydrochloric acid to give 6-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidyl}-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxamide hydrochloride hemihydrate, melting at 230° C. with decomposition.

後処理

  1. temperatureunder cooling
  2. stirringby stirring at room temperature for 4 hours
  3. washThe resultant solution is washed with water, aqueous sodium hydrogen carbonate
  4. dry with materialwater, and dried over magnesium sulfate
  5. distillationAfter the solvent is distilled off under reduced pressure
  6. customthe residue is purified by chromatography on silica gel
  7. customrecrystallized from ethanol
  8. additiontreated with ethanolic hydrochloric acid

出典と根拠

ORDレコード
ord-b1132a501cf940ff9792e2c2591aa29f
出典データセット
uspto-grants-1990_01
特許番号
US04892872

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