1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl (RS)-2-(2-methylpyrimidin-5-yl)-3,3-dimethylbutanoate

HRID 1085709노트

반응식

HRID 1085709 반응식
Cl.C(N=C=NCCCN(C)C)C.[CH3:13][C:14]1[N:19]=[CH:18][C:17]([CH:20]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:21]([OH:23])=[O:22])=[CH:16][N:15]=1.[CH3:28][O:29][CH2:30][C:31]1[C:38]([F:39])=[C:37]([F:40])[C:34]([CH2:35]O)=[C:33]([F:41])[C:32]=1[F:42]>ClCCl.CN(C1C=CN=CC=1)C>[CH3:13][C:14]1[N:19]=[CH:18][C:17]([CH:20]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:21]([O:23][CH2:35][C:34]2[C:33]([F:41])=[C:32]([F:42])[C:31]([CH2:30][O:29][CH3:28])=[C:38]([F:39])[C:37]=2[F:40])=[O:22])=[CH:16][N:15]=1

참가 물질

6

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111721164-Methoxymethyl-2,3,5,6-tetrafluorobenzyl alcoholHCID 14718723(RS)-2-(2-methylpyrimidin-5-yl)-3,3-dimethylbutanoic acid

생성물 1

HCID 147187732,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl (RS)-2-(2-methylpyrimidin-5-yl)-3,3-dimethylbutanoate수율 38.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A solution of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.276 g) in dry dichloromethane (6 cm3) was added to a stirred solution of (RS)-2-(2-methylpyrimidin-5-yl)-3,3-dimethylbutanoic acid (0.3 g) and 4-(methoxymethyl)-2,3,5,6-tetrafluorobenzylalcohol (0.33 g) containing a catalytic amount of 4-(N,N'-dimethylamino) pyridine. The stirred mixture was maintained at the ambient temperature for 2 hours, and left to stand overnight. The reaction solution was washed with water, dried over anhydrous magnesium sulphate and concentrated by evaporation of the solvent under reduced pressure. The residue was subjected to column chromatography on silica gel using a 1:1 (by volume) mixture of ethyl acetate and dichloromethane as eluent to give 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl (RS)-2-(2-methylpyrimidin-5-yl)-3,3-dimethylbutanoate (0.228 g) as a yellow oil.

후처리

  1. waitleft
  2. washThe reaction solution was washed with water
  3. dry with materialdried over anhydrous magnesium sulphate
  4. concentrationconcentrated by evaporation of the solvent under reduced pressure
  5. additiona 1:1 (by volume) mixture of ethyl acetate and dichloromethane as eluent

출처 및 근거

ORD 기록
ord-fce2e2cfac8f48d1a01b85503b024ca7
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05010200

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