Diisopropylethylamine → HCID 87339124, 화합물

HRID 527065노트

반응식

HRID 527065 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-50731ada1f2743a79b33c64fb3c88441
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09345708B2

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