Water → 8-(Bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol

HRID 2373538노트

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HRID 2373538 반응식
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[N:4][C:3]=1[C:8]1([OH:16])[CH2:14][CH:13]2[NH:15][CH:10]([CH2:11][CH2:12]2)[CH2:9]1.Br[CH:18]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Cl:32])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25].C([O-])([O-])=O.[K+].[K+].O>CC#N>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH:18]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Cl:32])[N:15]1[CH:13]2[CH2:12][CH2:11][CH:10]1[CH2:9][C:8]([C:3]1[N:4]=[CH:5][CH:6]=[CH:7][N:2]=1)([OH:16])[CH2:14]2

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 826777Bis(2-chlorophenyl)-bromomethaneHCID 674651293-Pyrimidin-2-yl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride

생성물 1

HCID 115830088-(Bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
22.5 °C

실험 절차

Under N2, a well stirred mixture of 3-pyrimidin-2-yl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (4.5 g, 14 mmol), 1,1′-(bromomethylene)bis(2-chlorobenzene) (5.0 g, 16 mmol) and K2CO3 (10.0 g, 72 mmol) in CH3CN (50 ml) was stirred under reflux and the reaction was followed by HPLC. After complete reaction (36 to 48 h) the mixture was cooled to 20-25° C., water (50 ml) was added and the suspension was stirred for 3 h. The product was filtered off, washed with water (2×25 ml) and dried to constant weight under vacuum and a slight stream of N2 at 50° C. Yield: 5.5 g (87% abs.). Assay (HPLC): 97% pure vs. standard.

후처리

  1. stirringwas stirred
  2. temperatureunder reflux
  3. customAfter complete reaction (36 to 48 h) the mixture
  4. stirringthe suspension was stirred for 3 h
  5. filtrationThe product was filtered off
  6. washwashed with water (2×25 ml)
  7. customdried to constant weight under vacuum
  8. customat 50° C

출처 및 근거

ORD 기록
ord-2d906ba5a0414d8493a35b42bf5ff409
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07459556B2

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