Diisopropylethylamine → HCID 87339124、化合物

HRID 527065ノート

反応式

HRID 527065 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 87339124HCID 87339124、化合物収率 87%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-50731ada1f2743a79b33c64fb3c88441
出典データセット
uspto-grants-2016_05
特許番号
US09345708B2

反応ノート

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