Pyridine-4-amidine hydrochloride → 5-(2-Methoxyphenoxy)-2-(4-pyridyl)-tetrahydropyrimidine-4,6-dion

HRID 8601

반응식

HRID 8601 반응식
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]

참가 물질

6

반응물 3

HCID 2776844Pyridine-4-amidine hydrochlorideHCID 10942334Sodium MethoxideHCID 12967085Dimethyl 2-(2-methoxyphenoxy)malonate

생성물 2

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-505c53311be54335b86ddee8a50835c0
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091201B2

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