Hydrochloric Acid → 4-(4-Hydroxy-4-tert-butylbenzylcyclohexylamino)-3-methoxy-2-methylpyridine

HRID 1008

반응식

HRID 1008 반응식
[Mg].[C:2]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10]Br)=[CH:8][CH:7]=1)([CH3:5])([CH3:4])[CH3:3].O=[C:15]1[CH2:20][CH2:19][CH:18]([NH:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[C:23]=2[O:29][CH3:30])[CH2:17][CH2:16]1.Cl.C1C[O:35]CC1>CCOCC>[OH:35][C:6]1([C:2]([CH3:5])([CH3:4])[CH3:3])[CH:13]=[CH:12][C:9]([CH2:10][N:21]([CH:18]2[CH2:19][CH2:20][CH2:15][CH2:16][CH2:17]2)[C:22]2[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[C:23]=2[O:29][CH3:30])=[CH:8][CH2:7]1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzeneHCID 5462224MagnesiumHCID 196939514-(4-Oxocyclohexylamino)-3-methoxy-2-methylpyridine

생성물 1

HCID 676711404-(4-Hydroxy-4-tert-butylbenzylcyclohexylamino)-3-methoxy-2-methylpyridine

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A Grignard solution is prepared from 1.2 g of magnesium and 12.9 g of 90% strength 4-tert-butylbenzyl bromide in 100 ml of abs. ether. 2.9 g of 4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine in 50 ml of absolute THF are added dropwise to this solution. After 17 hours at room temperature it is acidified with 25 ml of 2N HCl, the mixture is extracted several times with ethyl acetate and the combined ethyl acetate phases are washed with sodium hydrogen carbonate solution. Purification is carried out by column chromatography on silica gel using ethyl acetate to which increasing amounts of methanol are added.

후처리

  1. extractionthe mixture is extracted several times with ethyl acetate
  2. washthe combined ethyl acetate phases are washed with sodium hydrogen carbonate solution
  3. customPurification
  4. temperatureincreasing amounts of methanol
  5. additionare added

출처 및 근거

ORD 기록
ord-77b579259b0e47c2ac2dc691717deb93
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723450

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