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Ethanol → 2-[2-[4-[Bis(4-fluorophenyl)methyl]-1-piperidinyl]ethyl]2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepine-5(4H)-thione oxalate hydrate

HRID 4846
ノート
印刷プレビュー

反応式

HRID 4846 の反応式
Cl[CH2:2][CH2:3][CH:4]1[CH2:10][N:9]([CH3:11])[C:8](=[S:12])[C:7]2[CH:13]=[CH:14][CH:15]=[N:16][C:6]=2[O:5]1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([CH:24]([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:20][CH:19]=1.[C:38]([O-:41])([O-:40])=O.[K+].[K+].C([OH:46])C>>[OH2:5].[C:6]([OH:5])(=[O:46])[C:38]([OH:41])=[O:40].[F:37][C:34]1[CH:35]=[CH:36][C:31]([CH:24]([C:21]2[CH:20]=[CH:19][C:18]([F:17])=[CH:23][CH:22]=2)[CH:25]2[CH2:30][CH2:29][N:28]([CH2:2][CH2:3][CH:4]3[CH2:10][N:9]([CH3:11])[C:8](=[S:12])[C:7]4[CH:13]=[CH:14][CH:15]=[N:16][C:6]=4[O:5]3)[CH2:27][CH2:26]2)=[CH:32][CH:33]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 132505444-[Bis(4-fluorophenyl)methyl]piperidineHCID 137264422-(chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepine-5(4H)thione

生成物 1

HCID 137293342-[2-[4-[Bis(4-fluorophenyl)methyl]-1-piperidinyl]ethyl]2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepine-5(4H)-thione oxalate hydrate

実験手順

A solution of 4 g (0.016 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-oxazepine-5(4H)-thione and 4.5 g (0.016 mole) of 4-[bis(4-fluorophenyl)methyl]piperidine in 100 ml of ethanol was refluxed for 48 hr. One gram of K2CO3 was added and this mixture stirred at reflux for 144 hr. The mixture was concentrated and the residue partitioned between chloroform and dilute sodium hydroxide. The chloroform was dried over anhydrous sodium sulfate and concentrated. The residue was chromatographed on a Waters®500 HPLC using a silica column and eluting with absolute ethanol. The material with mass 507 was collected and concentrated. The residue (6 g) was reacted with 1.2 g of oxalic acid in ethanol. Yield was 5 g, m.p. 125°-138° C.

後処理

  1. temperatureat reflux for 144 hr
  2. concentrationThe mixture was concentrated
  3. customthe residue partitioned between chloroform and dilute sodium hydroxide
  4. dry with materialThe chloroform was dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was chromatographed on a Waters®500 HPLC
  7. washeluting with absolute ethanol
  8. customThe material with mass 507 was collected
  9. concentrationconcentrated
  10. customThe residue (6 g) was reacted with 1.2 g of oxalic acid in ethanol

出典と根拠

ORDレコード
ord-ec03ce1100954ca0bec6d9b29d1c7ce8
出典データセット
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04727152

反応ノート

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