HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Water → 5-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylic acid

HRID 1289237
Notes
Print preview

Reaction equation

HRID 1289237 reaction equation
[CH3:1][C:2]1[N:11](OC(=O)C(C)(C)C)[C:10](=[O:19])[C:9]2[C:4](=[CH:5][C:6]3[CH2:23][CH2:22][CH:21]([N:24]([C:28]4[CH:29]=[CH:30][C:31]([C:34]([O:36]C)=[O:35])=[N:32][CH:33]=4)[CH2:25][C:26]#[CH:27])[C:7]=3[C:8]=2C)[N:3]=1.[OH-].[Na+].O>CO>[CH3:1][C:2]1[NH:11][C:10](=[O:19])[C:9]2[C:4](=[CH:5][C:6]3[CH2:23][CH2:22][CH:21]([N:24]([C:28]4[CH:29]=[CH:30][C:31]([C:34]([OH:36])=[O:35])=[N:32][CH:33]=4)[CH2:25][C:26]#[CH:27])[C:7]=3[CH:8]=2)[N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86752522methyl 5-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxy-methyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylate

Product 1

HCID 1358483075-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887
Methanol
Solvent

Procedure

A mixture of methyl 5-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxy-methyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylate (1 g), sodium hydroxide (0.32 g), water (10 ml) and methanol (30 ml) was stirred at ambient temperature for 24 hours. The mixture was evaporated. Water (60 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-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylic acid (0.68 g);

Workup

  1. customThe mixture was evaporated
  2. additionWater (60 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-117d071d07b142cc876463832ac91e5d
Source dataset
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05747499

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes