Diisopropylethylamine → HCID 87339124, 화합물

HRID 75026노트

반응식

HRID 75026 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[CH3:10][O:11][C:12]([C:14]1([CH3:22])[CH2:19][CH2:18][CH2:17][CH:16]([NH2:20])[CH:15]1[OH:21])=[O:13].CCN(C(C)C)C(C)C>C1COCC1.CO>[CH3:10][O:11][C:12]([C:14]1([CH3:22])[CH2:19][CH2:18][CH2:17][CH:16]([NH:20][C:6]2[C:5]([F:9])=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:15]1[OH:21])=[O:13]

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 67284907Methyl-3-amino-2-hydroxy-1-methyl-cyclohexanecarboxylate

생성물 1

HCID 87339124HCID 87339124, 화합물수율 87%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2,4-dichloro-5-fluoro-pyrimidine (0.43 g, 2.58 mmol) and racemic methyl-3-amino-2-hydroxy-1-methyl-cyclohexanecarboxylate acetic acid salt, 66d, (0.58 g, 2.35 mmol) in THF (10 mL) and MeOH (8 mL) at room temperature was added iPr2NEt (1.23 mL, 7.04 mmol). After stirring the reaction overnight at room temperature, the solvent was evaporated under reduced pressure and the crude residue was purified by silica gel chromatography (Hexanes/EtOAc 100/0 to 0/100, Rf=0.7 in Hexanes/EtOAc 2/1) to provide 650 mg of racemic methyl-3-[(2-chloro-5-fluoro-pyrimidin-4-yl)amino]-2-hydroxy-1-methyl-cyclohexanecarboxylate, 66e, as a white solid. LCMS: 318.16 (M+1).

후처리

  1. customthe reaction overnight at room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. customthe crude residue was purified by silica gel chromatography (Hexanes/EtOAc 100/0 to 0/100, Rf=0.7 in Hexanes/EtOAc 2/1)

출처 및 근거

ORD 기록
ord-c7216123d7b3477b8be81184234e8b96
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829007B2

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