Sodium Hydroxide → 2-Amino-3-benzyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one

HRID 1516835Notes

Reaction equation

HRID 1516835 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[NH:15][CH:16]=[CH:17][C:11]=2[N:10]=[C:9]1/[N:18]=C/N(C)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[NH2:18][C:9]1[N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:13](=[O:14])[C:12]2[NH:15][CH:16]=[CH:17][C:11]=2[N:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57693601N'-(3-benzyl-4-oxo-5H-pyrrolo[3,2-d]pyrimidin-2-yl)-N,N-dimethylmethanimidamide

Product 1

HCID 153761052-Amino-3-benzyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture of (E)-N′-(3-benzyl-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-yl)-N,N-dimethylformimidamide (21.2 g, 0.07 mol) in MeOH (382 mL) was added 3M NaOH (276 mL) and heated at 100° C. for 5 h. After completion of the reaction, the reaction mixture was cooled to 0° C. The solid was filtered (15.8 g, 91%) and used in the next step without further purification.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled to 0° C
  3. filtrationThe solid was filtered (15.8 g, 91%)
  4. customused in the next step without further purification

Sources & evidence

ORD record
ord-5241d0540de949038c0d4cf23f116a88
Source dataset
uspto-grants-2012_07
Patent number
US08227601B2

Reaction notes

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