Hydrochloric Acid → HCID 60123474、化合物

HRID 2416424ノート

反応式

HRID 2416424 の反応式
Cl.C([O:5][C@H:6]([CH3:33])[CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:16](=[O:17])[C:15]2[C:18](=[O:30])[CH:19]=[C:20]([CH3:29])[N:21]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:14]=2[N:13]([CH3:31])[C:12]1=[O:32])(=O)C>CO>[CH2:22]([N:21]1[C:14]2[N:13]([CH3:31])[C:12](=[O:32])[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([OH:5])[CH3:33])[C:16](=[O:17])[C:15]=2[C:18](=[O:30])[CH:19]=[C:20]1[CH3:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 69733083HCID 69733083、化合物

生成物 1

HCID 60123474HCID 60123474、化合物収率 60%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

37% Aqueous hydrochloric acid (5 ml) was added to a solution of the crude (R)-3-(5-acetoxyhexyl)-8-benzyl-1,7-dimethylpyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione in methanol (20 ml). After stirring at room temperature for 18 hours, the solution was concentrated under reduced pressure. The residue was treated with water (20 ml) and extracted with ethyl acetate (2×20 ml). The combined extracts were concentrated under reduced pressure to provide an oil which solidified on standing. The solid was recrystallized (ethyl acetate-hexanes) to afford (R)-8-Benzyl-1,7-dimethyl-3-(5-hydroxyhexyl)pyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione (1.26 g, 60% yield for 2 steps) as a white powder. 1H NMR (300 MHz, CDCl3) δ 1.19 (d, 3H), 1.35-1.52 (m, 4H), 1.54-1.70 (m, 2H), 2.47 (s,3H), 3.63 (s, 3H), 3.78 (m, 1H), 4.05 (t, 2H), 5.29 (s, 2H), 6.54 (s, 1H), 7.25-7.55 (m, 5H).

後処理

  1. concentrationthe solution was concentrated under reduced pressure
  2. additionThe residue was treated with water (20 ml)
  3. extractionextracted with ethyl acetate (2×20 ml)
  4. concentrationThe combined extracts were concentrated under reduced pressure
  5. customto provide an oil which
  6. customThe solid was recrystallized (ethyl acetate-hexanes)

出典と根拠

ORDレコード
ord-4e475390b6f54f08b80c3f2ce666bfdb
出典データセット
uspto-grants-2004_11
特許番号
US06825180B2

反応ノート

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