Methanol → HCID 20472615, compound

HRID 2296485Notes

Reaction equation

HRID 2296485 reaction equation
[O:1]=[C:2]1[N:7]2[CH:8]=[N:9][C:10]3[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:24])[CH:18]([CH3:23])[CH:19]([CH3:22])[CH2:20][CH3:21])=[CH:14][C:15]=3[C:6]2=[N:5][CH:4]=[C:3]1[C:25]([OH:27])=[O:26].[CH2:28]([OH:35])C(N)(CO)CO.[CH3:36][OH:37]>CN(C)C=O>[O:1]=[C:2]1[N:7]2[CH:8]=[N:9][C:10]3[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:24])[CH:18]([CH3:23])[CH:19]([CH3:22])[CH2:20][CH3:21])=[CH:14][C:15]=3[C:6]2=[N:5][CH:4]=[C:3]1[C:25]([O-:27])=[O:26].[OH:37][CH2:36][N+:7]([CH2:28][OH:35])([CH2:2][OH:1])[CH3:6]

Participants

5

Reactant 3

HCID 887MethanolHCID 6503Tris(hydroxymethyl)aminomethaneHCID 13325979690-61-2

Product 1

HCID 20472615HCID 20472615, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 4-oxo-10-(2,3-dimethylpentanamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylic acid (7.0 g) in N,N-dimethylformamide (93 ml) was added tris(hydroxymethyl)aminomethane (2.3 g) and methanol (47 ml) under stirring and stirred for 2 hours at ambient temperature. The insoluble materials was removed by filtration, and to the filtrate was added ether (60 ml) with stirring. The resultant precipitate was collected by filtration and washed with ether, and dried under reduced pressure to give tris(hydroxymethyl)methylammonium 4-oxo-10-(2,3-dimethylpentanamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (3.15 g).

Workup

  1. stirringstirred for 2 hours at ambient temperature
  2. customThe insoluble materials was removed by filtration
  3. additionto the filtrate was added ether (60 ml)
  4. stirringwith stirring
  5. filtrationThe resultant precipitate was collected by filtration
  6. washwashed with ether
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-09d42f3293a84495908745c44beb4882
Source dataset
uspto-grants-1984_01
Patent number
US04429126

Reaction notes

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