Acetonitrile → 3,3-Dimethyl-1-{[6-(5-methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-methyl}-cyclohexanol

HRID 535374ノート

反応式

HRID 535374 の反応式
Cl[C:2]1[C:3]2[CH2:11][N:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][N:13]=3)[CH2:9][CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:19][CH2:20][C:21]1([OH:29])[CH2:26][CH2:25][CH2:24][C:23]([CH3:28])([CH3:27])[CH2:22]1.C(#N)C.C(=O)(O)[O-].[Na+]>>[CH3:27][C:23]1([CH3:28])[CH2:24][CH2:25][CH2:26][C:21]([CH2:20][NH:19][C:2]2[C:3]3[CH2:11][N:10]([C:12]4[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][N:13]=4)[CH2:9][CH2:8][C:4]=3[N:5]=[CH:6][N:7]=2)([OH:29])[CH2:22]1

参加物

5

反応物 4

HCID 6342AcetonitrileHCID 516892Sodium BicarbonateHCID 468357271-(Aminomethyl)-3,3-dimethylcyclohexanolHCID 593464574-Chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine

生成物 1

HCID 593465433,3-Dimethyl-1-{[6-(5-methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-methyl}-cyclohexanol

実験手順

4-chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine (0.030 g, 0.00012 mol) and 1-aminomethyl-3,3-dimethyl-cyclohexanol (0.022 g, 0.00014 mol) in acetonitrile (3 mL, 0.06 mol) was heated via microwave in a sealed tube at 180° C. for a total of 2 hours and five minutes. The reaction mixture was cooled to room temperature and poured into saturated sodium bicarbonate. The mixture was extracted with equal amounts of ethyl acetate and the organic layer was dried over magnesium sulfate. The residue was purified by flash chromatography over silica gel methanol/dichloromethane (0-10%) to yield the title compound.

後処理

  1. extractionThe mixture was extracted with equal amounts of ethyl acetate
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. customThe residue was purified by flash chromatography over silica gel methanol/dichloromethane (0-10%)

出典と根拠

ORDレコード
ord-8c297cf763514da385dbf439d65a60b3
出典データセット
uspto-grants-2014_10
特許番号
US08859545B2

反応ノート

読み込み中…