Dichloromethane → HCID 66966635、化合物

HRID 1362456ノート

反応式

HRID 1362456 の反応式
[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][C:7](/[CH:12]=[CH:13]/[C:14]([O:16]C(C)(C)C)=[O:15])=[CH:6][C:5]=2[CH:4]=[CH:3]1.FC(F)(F)C(O)=O.C(Cl)[Cl:29]>>[ClH:29].[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][C:7](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])=[CH:6][C:5]=2[CH:4]=[CH:3]1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 59277577HCID 59277577、化合物

生成物 1

HCID 66966635HCID 66966635、化合物

実験手順

A suspension of (E)-tert-butyl 3-(7-oxo-7,8-dihydro-1,8-naphthyridin-3-yl)acrylate (500 mg, 1.84 mmol) in CH2Cl2 (7 mL) was treated with trifluoroacetic acid (7 mL). The mixture became homogeneous and it was stirred at room temperature for 1 h. The solution was concentrated to dryness and treated with 4M HCl in dioxane (5 mL). The suspension was sonicated for 20 min, diluted with Et2O (50 mL) and sonicated for an additional 20 min. The solid was filtered and dried under reduced pressure overnight. Yield: 450 mg (96.8%) 1H-NMR (300 MHz, DMSO-d6) δ 12.4 (br s, 1H), 8.82 (s, 1H), 8.52 (s, 1H), 7.91 (d, 1H, J=9.0 Hz), 7.67 (d, 1H, J=15.0 Hz), 6.67 (d, 1H, J=15.0 Hz), 6.61 (m, 1H); ESI MS m/z 217 [C11H8N2O3+H]+

後処理

  1. concentrationThe solution was concentrated to dryness
  2. additiontreated with 4M HCl in dioxane (5 mL)
  3. customThe suspension was sonicated for 20 min
  4. additiondiluted with Et2O (50 mL)
  5. customsonicated for an additional 20 min
  6. filtrationThe solid was filtered
  7. customdried under reduced pressure overnight

出典と根拠

ORDレコード
ord-dfea9d50258e478ebbaffa8638e9199a
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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