Sodium Hydroxide → HCID 86651583, compound

HRID 2386259Notes

Reaction equation

HRID 2386259 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([C:12]([CH3:18])([CH3:17])[C:13]([O:15]C)=[O:14])[C:7](=[O:19])[C:6]3([CH3:24])[CH2:20][O:21][CH2:22][CH2:23][N:5]3[C:4]=2[N:3]=1.[OH-].[Na+]>C1COCC1.CO>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([C:12]([CH3:18])([CH3:17])[C:13]([OH:15])=[O:14])[C:7](=[O:19])[C:6]3([CH3:24])[CH2:20][O:21][CH2:22][CH2:23][N:5]3[C:4]=2[N:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86651584HCID 86651584, compound

Product 1

HCID 86651583HCID 86651583, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of methyl 2-(2-chloro-6a-methyl-6-oxo-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-2-methylpropanoate (82.6 mg, 0.233 mmol) in THF (6 ml) and MeOH (3 ml) was added 1 N NaOH aqueous solution (0.698 ml, 0.698 mmol), and the mixture was stirred for 2 days. After further addition of THF (20 ml) and MeOH (10 ml), the mixture was stirred for 16 hours and concentrated in vacuo to give a crude 2-(2-chloro-6a-methyl-6-oxo-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-2-methylpropanoic acid which was used in the next step without further purification. MS [M+H] found 341.

Workup

  1. stirringthe mixture was stirred for 16 hours
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3b188daeb1b441fb863b4031ac9bcf2d
Source dataset
uspto-grants-2012_09
Patent number
US08268819B2

Reaction notes

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