4-甲脒基氯化吡啶 → 5-(2-Methoxyphenoxy)-2-(4-pyridyl)-tetrahydropyrimidine-4,6-dion

HRID 8601

反应方程式

HRID 8601 反应方程式
C[O-].[Na+].C[O:5][C:6](=[O:21])[CH:7]([O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])[C:8]([O:10]C)=[O:9].Cl.[C:23]([C:26]1[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=1)(=[NH:25])[NH2:24]>CO>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[O:12][C:7]1[C:6]([OH:21])=[N:24][C:23]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)=[N:25][C:8]=1[OH:10].[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[O:12][CH:7]1[C:6](=[O:5])[NH:24][CH:23]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[NH:25][C:8]1=[O:9]

参与物

6

反应物 3

HCID 27768444-甲脒基氯化吡啶HCID 10942334甲醇钠HCID 129670852-(2-甲氧基苯氧基)丙二酸二甲酯

产物 2

HCID 219795945-(2-Methoxyphenoxy)-2-(4-pyridyl)-tetrahydropyrimidine-4,6-dionHCID 178419092HCID 178419092，化合物

试剂、催化剂与溶剂 1

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂2 次

实验过程

To a stirred solution of sodium methylate (9.7 g) in methanol (100 ml) a solution of dimethyl-(2-methoxyphenoxy)malonate (21.7 g) in methanol (50 ml) was added within 15 min and stirring was continued for 30 min followed by the addition of 4-amidino-pyridine hydrochloride (15 g, Referential Example 2) followed by stirring at room temperature for 20 h. The reaction mixture was concentrated in vacuo. The solid residue was stirred with diethyl ether. The obtained powder was filtered off and dissolved in water (300 ml). Acetic acid was added to pH=4. The precipitated product was filtered off, washed with water and dried in vacuo at 500C. 5-(o-methoxyphenoxy)4,6-dihydroxy-2-(4-pyridyl)pyrimidine (20.1 g, possibly also present as the tautomeric 5-(2-methoxyphenoxy)-2-(4-pyridyl)-tetrahydropyrimidine-4,6-dion) was obtained as a white powder.

后处理

  1. stirringby stirring at room temperature for 20 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. stirringThe solid residue was stirred with diethyl ether
  4. filtrationThe obtained powder was filtered off
  5. dissolutiondissolved in water (300 ml)
  6. additionAcetic acid was added to pH=4
  7. filtrationThe precipitated product was filtered off
  8. washwashed with water
  9. dry with materialdried in vacuo at 500C

来源与证据

ORD记录
ord-505c53311be54335b86ddee8a50835c0
来源数据集
uspto-grants-2006_08
专利号
US07091201B2

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