1,2-Dichloroethane → 9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one

HRID 221983

反応式

HRID 221983 の反応式
[NH:1]([C:3]1[N:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[C:6]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7](=[O:13])[NH:8]2)[NH2:2].[N:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[C:26](O)=O.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.C(Cl)CCl>CN(C=O)C.CC(O)=O>[C:14]1([C:6]2[C:7](=[O:13])[NH:8][C:9]3[CH:10]=[CH:11][N:12]4[C:26]([C:21]5[N:22]=[CH:23][CH:24]=[CH:25][N:20]=5)=[N:2][N:1]=[C:3]4[C:4]=3[CH:5]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

8

反応物 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 12626245Pyrimidine-2-carboxylic acidHCID 670760575-hydrazino-3-phenyl-1,6-naphthyridine-2(1H)-one

生成物 1

HCID 1363526579-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

To a mixture of 5-hydrazino-3-phenyl-1,6-naphthyridine-2(1H)-one (2-3) (1.4 g, 5.55 mmol), 2-pyrimidinecarboxylic acid (0.69 g, 5.55 mmol), HOBt (0.85 g, 5.55 mmol), and DIPEA (0.97 mL, 5.55 mmol) in DMF (50 mL) was added EDC (1.23 g, 6.66 mmol). After stirring for overnight, AcOH (5 mL) was added, and the mixture was heated under microwave irradiation at 150° C. for 15 minutes. The solvent was removed under reduced pressure, and the residue was diluted with MeOH, and added water. The resulting solid was collected by filtration to give 9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one (2-4) as a colorless solid.

後処理

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was diluted with MeOH
  3. additionadded water
  4. filtrationThe resulting solid was collected by filtration

出典と根拠

ORDレコード
ord-b6e29215f372433f9ed8b85f18948545
出典データセット
uspto-grants-2012_06
特許番号
US08207169B2

関連ノート

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