Hydrochloric Acid → N-{2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethyl}-N-(3-methoxybenzyl)amine dihydrochloride

HRID 496890노트

반응식

HRID 496890 반응식
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]([CH:22]=[CH:23][C:24]=1[Cl:25])[O:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][NH2:21])[CH2:15][CH2:14]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:40][O:41][C:42]1[CH:43]=[C:44]([CH:47]=[CH:48][CH:49]=1)[CH:45]=O.C([O-])(O)=O.[Na+].[ClH:55]>CN(C=O)C.ClCCCl.C(Cl)(Cl)Cl.C(N(CC)CC)C>[ClH:8].[ClH:55].[Cl:8][C:9]1[CH:10]=[C:11]([CH:22]=[CH:23][C:24]=1[Cl:25])[O:12][CH:13]1[CH2:14][CH2:15][N:16]([CH2:19][CH2:20][NH:21][CH2:45][C:44]2[CH:47]=[CH:48][CH:49]=[C:42]([O:41][CH3:40])[CH:43]=2)[CH2:17][CH2:18]1

참가 물질

10

반응물 5

HCID 313Hydrochloric AcidHCID 115693-MethoxybenzaldehydeHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 223224532-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethylamine trifluoroacetate

생성물 1

HCID 22322447N-{2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethyl}-N-(3-methoxybenzyl)amine dihydrochloride

시약·촉매·용매 4

HCID 111,2-Dichloroethane용매HCID 6212Chloroform용매HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

A suspension of the product of Example 1 step (iv) (0.11 g) in a mixture of DMF (1.5 ml) and 1,2-dichloroethane (3 ml) was stirred under an atmosphere of nitrogen. Sodium triacetoxyborohydride (0.097 g), 3-methoxybenzaldehyde (0.041 g) and triethylamine (0.046 g) were added and the mixture stirred for 18 hours at room temperature. Chloroform and aqueous NaHCO3 solution were added, the organic phase separated, dried and concentrated to a gum. Purification by chromatography (chloroform:triethylamine:methanol, 89:10:1) gave an oil which was treated with 1.0M ethereal hydrogen chloride solution to give the titled product as a solid (0.067 g).

후처리

  1. stirringthe mixture stirred for 18 hours at room temperature
  2. customthe organic phase separated
  3. customdried
  4. concentrationconcentrated to a gum
  5. customPurification by chromatography (chloroform:triethylamine:methanol, 89:10:1)
  6. customgave an oil which

출처 및 근거

ORD 기록
ord-bc3d67a909334a4f8b08ac049b2fe29c
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946478B2

반응 노트

불러오는 중…