Acetic Acid → HCID 178474467, 화합물

HRID 1494612

반응식

HRID 1494612 반응식
[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]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 178474468HCID 178474468, 화합물

생성물 1

HCID 178474467HCID 178474467, 화합물수율 77%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-818c93e1361b4efa852e0ef9f168f126
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05026851

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