Acetic Acid → HCID 178474467、化合物

HRID 1494612

反応式

HRID 1494612 の反応式
[C:1]([NH:4][C:5]1[N:6]=[C:7]([OH:29])[C:8]2[CH:14]=[C:13]([CH:15]=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([O:25]C(=O)C)=[O:24])=[CH:19][CH:18]=3)[CH:12]=[N:11][C:9]=2[N:10]=1)(=[O:3])[CH3:2].[OH-].[Na+].C(O)(=O)C>O>[C:1]([NH:4][C:5]1[N:6]=[C:7]([OH:29])[C:8]2[CH:14]=[C:13]([CH:15]=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([OH:25])=[O:24])=[CH:19][CH:18]=3)[CH:12]=[N:11][C:9]=2[N:10]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 178474468HCID 178474468、化合物

生成物 1

HCID 178474467HCID 178474467、化合物収率 77%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 0.95 g of 2-acetamido-4-hydroxy-6-[2-(4-acetoxycarbonylphenyl)ethenyl]pyrido[2,3-d]pyrimidine in 50 mL of water was added 1N aqueous sodium hydroxide until a homogenous solution was obtained. Acidification with acetic acid resulted in the formation of a yellow precipitate which was collected by filtration. The filter cake was washed sequentially with water, methanol, acetone and ether. The residual solid was recrystallized from DMF to give 0.65 g (77%) of the title compound, which can be alternatively named as 2-acetamido-6-(4-carboxystyryl)-5-deaza-4(3H)-pteridinone, as a microcrystalline yellow solid, mp>300° C.; NMR (TFA-d1) delta 2.5(s, 3H), 6.85, 7.32(AB q, 2H, J=12 Hz), 7.45, 8.18(AB q, 4H, J=9 Hz), 8.65(s, 1H), 9.02(s, 1H); IR (Nujol) 3300-2200(br), 1685, 1655, 1630, 1600, 1565 cm-1. MS: Calc'd. for C18H 14 N4O4 : 350. Found: m/e 350 (base), 308.

後処理

  1. customwas obtained
  2. filtrationwas collected by filtration
  3. washThe filter cake was washed sequentially with water, methanol, acetone and ether
  4. customThe residual solid was recrystallized from DMF

出典と根拠

ORDレコード
ord-818c93e1361b4efa852e0ef9f168f126
出典データセット
uspto-grants-1991_06
特許番号
US05026851

関連ノート

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