2,4-Diamino-5-pyrimidinemethanol → HCID 23323072, compound

HRID 279990Notes

Reaction equation

HRID 279990 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:15][C:14]2[C:9](=[C:10]([O:18][CH3:19])[CH:11]=[CH:12][C:13]=2[O:16][CH3:17])[NH:8][CH2:7]1)=[O:5])[CH3:2].[NH2:20][C:21]1[N:26]=[C:25]([NH2:27])[C:24]([CH2:28]O)=[CH:23][N:22]=1>>[NH2:20][C:21]1[N:26]=[C:25]([NH2:27])[C:24]([CH2:28][C:12]2[C:13]([O:16][CH3:17])=[C:14]3[C:9](=[C:10]([O:18][CH3:19])[CH:11]=2)[NH:8][CH2:7][CH:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:15]3)=[CH:23][N:22]=1

Participants

3

Reactant 2

HCID 2958782,4-Diamino-5-pyrimidinemethanolHCID 23323054HCID 23323054, compound

Product 1

HCID 23323072HCID 23323072, compoundYield 49%

Procedure

Ethyl-1,2,3,4-tetrahydro-5,8-dimethoxy-3-quinolinecarboxylate (0.38 g, 1.43 mmol) was reacted with 2,4-diamino-5-hydroxymethylpyrimidine as in Example 17, and the product worked up as before. The product was purified on a silica gel column eluted with methylene chloride:methanol/19:1 to give 0.27 g (49%) of the title compound, mp 186°-188° (absolute ethanol). Anal. Calcd. for C19H25N5O4 : C, 58.90; H, 6.50; N, 18.08. Found: C, 58.95; H, 6.52; N, 18.08.

Workup

  1. customThe product was purified on a silica gel column
  2. washeluted with methylene chloride

Sources & evidence

ORD record
ord-6721c05be1034b7b983916d90d48ec0e
Source dataset
uspto-grants-1986_05
Patent number
US04587341

Reaction notes

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