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Sodium Hydroxide → HCID 136400718, compound

HRID 598185
Notes
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Reaction equation

HRID 598185 reaction equation
[I:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([NH:12]C(=O)C(C)(C)C)=[N:6][C:5]=2[N:4]([CH3:19])[CH:3]=1.[OH-].[Na+]>O1CCCC1>[NH2:12][C:7]1[NH:8][C:9](=[O:11])[C:10]2[C:2]([I:1])=[CH:3][N:4]([CH3:19])[C:5]=2[N:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136400716N-(5-Iodo-7-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide

Product 1

HCID 136400718HCID 136400718, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(5-iodo-7-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (17.9 g, 47.8 mmol) in tetrahydrofuran (150 ml) was added 2N aqueous solution of sodium hydroxide (57.4 ml, 115 mmol) at 0° C., and the mixture was refluxed for 5 hours After cooling, the solvent was evaporated in vacuo. The suspension was neutralized with 1N hydrochloric acid, and the resulting crystals were collected by filtration and washed with water to give 13.3 g (96%) of the title compound.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. temperaturethe mixture was refluxed for 5 hours
  2. temperatureAfter cooling
  3. customthe solvent was evaporated in vacuo
  4. filtrationthe resulting crystals were collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-03f81af180f64f519f71862f2325fda5
Source dataset
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07897607B2

Reaction notes

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