Water → HCID 135966603, compound

HRID 1289235Notes

Reaction equation

HRID 1289235 reaction equation
[CH3:1][N:2]([C:26]1[CH:27]=[CH:28][C:29]([C:32]([O:34]C)=[O:33])=[N:30][CH:31]=1)[CH:3]1[C:7]2[C:8](C)=[C:9]3[C:14](=[CH:15][C:6]=2[CH2:5][CH2:4]1)[N:13]=[C:12]([CH3:16])[N:11](OC(=O)C(C)(C)C)[C:10]3=[O:24].[OH-].[Na+].O>CO>[CH3:1][N:2]([C:26]1[CH:27]=[CH:28][C:29]([C:32]([OH:34])=[O:33])=[N:30][CH:31]=1)[CH:3]1[C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][C:6]=2[CH2:5][CH2:4]1)[N:13]=[C:12]([CH3:16])[NH:11][C:10]3=[O:24]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67690317HCID 67690317, compound

Product 1

HCID 135966603HCID 135966603, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 5-[N-methyl-N-((6RS)-2-methyl-4-oxo-3-pivaloyloxy-methyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]pyridine-2-carboxylate (0.185 g), sodium hydroxide (0.06 g), water (2 ml) and methanol (10 ml) was stirred at ambient temperature for 18 hours. The mixture was evaporated. Water (20 ml) was added and the mixture was acidified to pH 5 by the addition of 2N aqueous hydrochloric acid. The precipitate was isolated, washed with water and dried under vacuum. There was thus obtained 5-[N-methyl-N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]pyridine-2-carboxylic acid (0.01 g).

Workup

  1. customThe mixture was evaporated
  2. additionWater (20 ml) was added
  3. additionthe mixture was acidified to pH 5 by the addition of 2N aqueous hydrochloric acid
  4. customThe precipitate was isolated
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-d51ecc5daad34832b4512b412ba973b3
Source dataset
uspto-grants-1998_05
Patent number
US05747499

Reaction notes

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