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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 1981752
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HRID 1981752 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 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

생성물 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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-808164ff6d8f47c28251d1ff3650370f
출처 데이터셋
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04592866

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