Guanidine Hydrochloride → Ethyl 2-amino-4-(trifluoromethyl)-5-pyrimidinecarboxylate

HRID 229444ノート

反応式

HRID 229444 の反応式
[O-]CC.[Na+].Cl.[NH2:6][C:7]([NH2:9])=[NH:8].ClCCl.[CH2:13]([O:15][C:16](=[O:27])[C:17]([C:21](=O)[C:22]([F:25])([F:24])[F:23])=[CH:18]OC)[CH3:14]>C(O)C>[CH2:13]([O:15][C:16]([C:17]1[C:21]([C:22]([F:23])([F:24])[F:25])=[N:8][C:7]([NH2:9])=[N:6][CH:18]=1)=[O:27])[CH3:14]

参加物

6

反応物 4

HCID 5742Guanidine HydrochlorideHCID 6344DichloromethaneHCID 2723922Sodium ethoxideHCID 74965881HCID 74965881、化合物

生成物 1

HCID 2737153Ethyl 2-amino-4-(trifluoromethyl)-5-pyrimidinecarboxylate収率 62%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium ethoxide (2 eq, 83.8 mmol, 5.7 g) was added in one portion to a solution of guanidine hydrochloride (4 g, 41.9 mmol) in absolute ethanol (100 ml) and the resulting mixture was stirred at ambient temperature for 1 hour. A dichloromethane solution of 3-methoxy-2-(2,2,2-trifluoro-acetyl)-acrylic acid ethyl ester was then added and the mixture was stirred at ambient temperature for an additional 20 hours. The solvent was then removed by evaporation, water was added to the residue, and the mixture was stirred vigorously for 2 hours then allowed to stand at room temperature. The resulting solid was isolated by filtration, washed with water then dried in vacuo to afford 6.10 g (62% yield) of 2-amino-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester. m/z (M+H)=236.2.

後処理

  1. stirringthe mixture was stirred at ambient temperature for an additional 20 hours
  2. customThe solvent was then removed by evaporation, water
  3. additionwas added to the residue
  4. stirringthe mixture was stirred vigorously for 2 hours
  5. customto stand at room temperature
  6. customThe resulting solid was isolated by filtration
  7. washwashed with water
  8. customthen dried in vacuo

出典と根拠

ORDレコード
ord-4d486094f329406db59a7cb40a1ef281
出典データセット
uspto-grants-2009_07
特許番号
US07563797B2

反応ノート

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