4-Methylmorpholine → 6-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-N-[1-(2-phenylethyl)-4-piperidyl]-2H-1,4-benzoxazine-8-carboxamide hydrochloride monohydrate

HRID 329732

反応式

HRID 329732 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:15]([OH:17])=O)[C:5]2[O:10][CH:9]([CH3:11])[C:8](=[O:12])[N:7]([CH3:13])[C:6]=2[CH:14]=1.CN1CCOCC1.C(Cl)(=O)OCC(C)C.[NH2:33][CH:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH2:36][CH2:35]1.C(=O)([O-])O.[Na+]>O1CCCC1.C(OCC)(=O)C>[OH2:10].[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:15]([NH:33][CH:34]2[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH2:36][CH2:35]2)=[O:17])[C:5]2[O:10][CH:9]([CH3:11])[C:8](=[O:12])[N:7]([CH3:13])[C:6]=2[CH:14]=1

参加物

8

反応物 5

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 516892Sodium BicarbonateHCID 107287881-(2-Phenylethyl)piperidin-4-amineHCID 145172346-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid

生成物 1

HCID 198711616-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-N-[1-(2-phenylethyl)-4-piperidyl]-2H-1,4-benzoxazine-8-carboxamide hydrochloride monohydrate

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 4.0 g of 6-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid in 80 ml of tetrahydrofuran is cooled to below 0° C. and 3.17 g of N-methylmorpholine is added under stirring thereto. Further, 2.35 g of isobutyl chlorocarbonate is added and the mixture is stirred at the same temperature for 45 minutes. To the resultant mixture is added 3.52 g of 4-amino-1-(2-phenylethyl)piperidine and the mixture stirred for 2 hours. After completion of the reaction, aqueous sodium hydrogen carbonate and ethyl acetate are added. The organic layer is separated, and diluted hydrochloric acid is added thereto. The precipitated crystals are collected by filtration and recrystallized from ethanol to give 6-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-N-[1-(2-phenylethyl)-4-piperidyl]-2H-1,4-benzoxazine-8-carboxamide hydrochloride monohydrate, melting at 257°-259° C. with decomposition.

後処理

  1. stirringthe mixture is stirred at the same temperature for 45 minutes
  2. stirringthe mixture stirred for 2 hours
  3. additionare added
  4. customThe organic layer is separated
  5. additiondiluted hydrochloric acid is added
  6. filtrationThe precipitated crystals are collected by filtration
  7. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-8caa4c95bc7b45b28f4042186128afc7
出典データセット
uspto-grants-1990_01
特許番号
US04892872

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