Trifluoroacetic acid → HCID 59456972、化合物

HRID 1362104ノート

反応式

HRID 1362104 の反応式
C([O:5][C:6](=[O:21])/[CH:7]=[CH:8]/[C:9]1[CH:20]=[N:19][C:12]2[NH:13][C:14](=[O:18])[NH:15][C:16](=[O:17])[C:11]=2[CH:10]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[O:18]=[C:14]1[NH:13][C:12]2[N:19]=[CH:20][C:9](/[CH:8]=[CH:7]/[C:6]([OH:21])=[O:5])=[CH:10][C:11]=2[C:16](=[O:17])[NH:15]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 59456936HCID 59456936、化合物

生成物 1

HCID 59456972HCID 59456972、化合物収率 116.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of (E)-3-(2,4-dioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-6-yl)acrylic acid tert-butyl ester (379 mg, 1.19 mmol) in CH2Cl2 (10 mL) was added trifluoroacetic acid (2 mL). After 6 h, the solvent was concentrated, the resulting solid was treated with anhydrous HCl (10 mL of a 4 M solution in dioxane, 40 mmol) and the mixture was sonicated for 10 min. The mixture was diluted with Et2O and the solution was filtered. The olive solid was dried under high vacuum at 45° C. overnight to give the title compound (323 mg, 91%) as the TFA salt: 1H NMR (300 MHz, DMSO-d6) δ 11.89 (s, 1H), 11.56 (s, 1H), 8.94 (d, J=1.8 Hz, 1H), 8.53 (d, J=1.8 Hz, 1H), 7.69 (d, J=16.1 Hz, 1H), 6.72 (d, J=16.1 Hz, 1H), 4.40 (bs, 1H); ESI MS m/e 234 (C10H7N3O4+H)+.

後処理

  1. concentrationthe solvent was concentrated
  2. additionthe resulting solid was treated with anhydrous HCl (10 mL of a 4 M solution in dioxane, 40 mmol) and the mixture
  3. customwas sonicated for 10 min
  4. additionThe mixture was diluted with Et2O
  5. filtrationthe solution was filtered
  6. customThe olive solid was dried under high vacuum at 45° C. overnight

出典と根拠

ORDレコード
ord-41d77369f5f7432ca6ff033e37ac8542
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

反応ノート

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