Sodium hydride → 4-(6-iodo-1H-indazol-1-yl)-5-nitropyrimidin-2-amine

HRID 1398493ノート

反応式

HRID 1398493 の反応式
[I:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1.[H-].[Na+].Cl[CH:14]1[NH:19][C:18]([NH2:20])=[N:17][CH:16]=[C:15]1[N+:21]([O-:23])=[O:22]>CN(C=O)C>[I:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[C:16]2[C:15]([N+:21]([O-:23])=[O:22])=[CH:14][N:19]=[C:18]([NH2:20])[N:17]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 24758Sodium hydride2 回HCID 129912416-iodo-1H-indazoleHCID 178508523HCID 178508523、化合物2 回

生成物 1

HCID 681819814-(6-iodo-1H-indazol-1-yl)-5-nitropyrimidin-2-amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 6-iodo-1H-indazole (537 mg, 2.20 mmol) in DMF (16 mL) was added NaH (60% oil dispersion) (132 mg, 3.30 mmol) at 0° C. Mixture was stirred at RT for 10 min before addition of a portion of 6-chloro-5-nitro-1,6-dihydropyrimidin-2-amine (60% pure, 500 mg, 1.71 mmol). The mixture was stirred at RT for 20 min. Another portion of NaH (60% oil dispersion) (132 mg, 3.30 mmol) was added at RT. After 10 min, another portion of 6-chloro-5-nitro-1,6-dihydropyrimidin-2-amine (60% pure, 300 mg, 1.03 mmol) was added. Stirring continued for 30 min. The reaction mixture was cooled in an ice bath before quenching with water. The mixture was acidified by addition of 1 M aq HCl then the pH was adjusted to 8-9 by dropwise addition of saturated aq NaHCO3.

後処理

  1. waitAfter 10 min
  2. stirringStirring
  3. waitcontinued for 30 min
  4. temperatureThe reaction mixture was cooled in an ice bath
  5. custombefore quenching with water
  6. additionThe mixture was acidified by addition of 1 M aq HCl
  7. additionthe pH was adjusted to 8-9 by dropwise addition of saturated aq NaHCO3

出典と根拠

ORDレコード
ord-076de23d22574060912e7c7e20b004e9
出典データセット
uspto-grants-2014_12
特許番号
US08901313B2

反応ノート

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