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Ammonia → 1,2-Dihydro-6-methyl-2-oxo-5-[4-(4-phenyl-1-piperidinyl)phenyl]-3-pyridine carbonitrile

HRID 2164272
ノート
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反応式

HRID 2164272 の反応式
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]([NH2:11])=O)=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:23][CH2:22][CH:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.CN(C)C=O.N>O>[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]#[N:11])=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:23][CH2:22][CH:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 222AmmoniaHCID 6228DimethylformamideHCID 14812Phosphorus oxide (P4O10)HCID 133942421,2-Dihydro-6-methyl-2-oxo-5-[4-(4-phenyl-1-piperidinyl)phenyl]-3-pyridinecarboxamide

生成物 1

HCID 204060631,2-Dihydro-6-methyl-2-oxo-5-[4-(4-phenyl-1-piperidinyl)phenyl]-3-pyridine carbonitrile収率 12.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 0.9 g (0.00232 mole) of 1,2-dihydro-6-methyl-2-oxo-5-[4-(4-phenyl-1-piperidinyl)phenyl]-3-pyridinecarboxamide, 1.8 g of P2O5, and 10 ml of dimethylformamide was refluxed for one hour, cooled to room temperature, and poured into 100 ml of water. The solution was adjusted to pH 6.7 with NH3 and the solid collected. After recrystallizing twice from MeOH (using charcoal treatment), 105 mg of a light brown solid was obtained. Approximately 80 mg of this solid was stirred overnight in 5 ml of saturated NaHCO3 (to which two drops of MeOH were added), then it was collected, washed, and dried. Sixty one mg of light brown solid was obtained.

後処理

  1. temperaturewas refluxed for one hour
  2. customthe solid collected
  3. customAfter recrystallizing twice from MeOH (using charcoal treatment)

出典と根拠

ORDレコード
ord-6d4f53381f404551b0987d9632f31588
出典データセット
uspto-grants-1985_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04503061

反応ノート

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