Sodium Hydroxide → 2-[2-[4-[Bis(4-fluorophenyl)methyl]-1-piperidinyl]ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-oxazepin-5(4H)-one dihydrochloride hemihydrate

HRID 4844

反応式

HRID 4844 の反応式
[ClH:1].[Cl:2][CH2:3][CH2:4][CH:5]1[CH2:11][N:10]([CH3:12])[C:9](=[O:13])[C:8]2[CH:14]=[CH:15][CH:16]=[N:17][C:7]=2[O:6]1.[OH-].[Na+].[F:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)[CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1>C(Cl)(Cl)Cl>[OH2:6].[ClH:2].[ClH:1].[F:40][C:37]1[CH:38]=[CH:39][C:34]([CH:27]([C:24]2[CH:23]=[CH:22][C:21]([F:20])=[CH:26][CH:25]=2)[CH:28]2[CH2:33][CH2:32][N:31]([CH2:3][CH2:4][CH:5]3[CH2:11][N:10]([CH3:12])[C:9](=[O:13])[C:8]4[CH:14]=[CH:15][CH:16]=[N:17][C:7]=4[O:6]3)[CH2:30][CH2:29]2)=[CH:35][CH:36]=1.[F:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([CH:28]2[CH2:29][CH2:30][N:31]([CH2:3][CH2:4][CH:5]3[CH2:11][N:10]([CH3:12])[C:9](=[O:13])[C:8]4[CH:14]=[CH:15][CH:16]=[N:17][C:7]=4[O:6]3)[CH2:32][CH2:33]2)[C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)=[CH:23][CH:22]=1.[ClH:2].[ClH:2]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 132505444-[Bis(4-fluorophenyl)methyl]piperidineHCID 137264372-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepin-5(4H)one hydrochloride

生成物 1

HCID 1317147112-[2-[4-[Bis(4-fluorophenyl)methyl]-1-piperidinyl]ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-oxazepin-5(4H)-one dihydrochloride hemihydrate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Ten grams (0.036 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepin-5-(4H)-one hydrochloride were partitioned between dilute sodium hydroxide and chloroform. The chloroform was dried over sodium sulfate and concentrated on the rotary evaporator. The residue was dissolved in 50 ml of ethanol and 10.3 g (0.036 mole) of 4-[bis(4-fluorophenyl)-methyl]piperidine was added. The solution was heated to reflux for 18 hr and concentrated on the rotary evaporator. The residue was partitioned between dilute sodium hydroxide and chloroform. The chloroform was dried over anhydrous sodium sulfate and concentrated. The residue was chromatographed on a Waters 500 HPlC (silica/92% ethyl acetate-8% triethylamine). After concentration of the desired product, the residue was dissolved in isopropyl alcohol and treated with ethereal hydrogen chloride. The resulting crystals weighed 3 g (14%) and melted at 160°-180° C.

後処理

  1. dry with materialThe chloroform was dried over sodium sulfate
  2. concentrationconcentrated on the rotary evaporator
  3. dissolutionThe residue was dissolved in 50 ml of ethanol
  4. temperatureThe solution was heated
  5. temperatureto reflux for 18 hr
  6. concentrationconcentrated on the rotary evaporator
  7. customThe residue was partitioned between dilute sodium hydroxide and chloroform
  8. dry with materialThe chloroform was dried over anhydrous sodium sulfate
  9. concentrationconcentrated
  10. customThe residue was chromatographed on a Waters 500 HPlC (silica/92% ethyl acetate-8% triethylamine)
  11. dissolutionAfter concentration of the desired product, the residue was dissolved in isopropyl alcohol
  12. additiontreated with ethereal hydrogen chloride

出典と根拠

ORDレコード
ord-689206cad7fa430599e0f8db786a2e2d
出典データセット
uspto-grants-1988_02
特許番号
US04727152

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