Sodium Hydroxide → HCID 89601990, compound

HRID 526305Notes

Reaction equation

HRID 526305 reaction equation
[CH3:1][N:2]1[CH2:26][CH2:25][C:5]2=[C:6]([C:13]([C:15]3[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=3)=[O:14])[C:7]3[C:12]([N:4]2[CH2:3]1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[OH-].[Na+].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CO.C1COCC1.O>[CH3:1][N:2]1[CH2:26][CH2:25][C:5]2=[C:6]([C:13]([C:15]3[CH:24]=[CH:23][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)=[O:14])[C:7]3[C:12]([N:4]2[CH2:3]1)=[CH:11][CH:10]=[CH:9][CH:8]=3

Participants

7

Reactant 3

HCID 14798Sodium HydroxideHCID 62657Potassium Phosphate, TribasicHCID 89601813HCID 89601813, compound

Product 1

HCID 89601990HCID 89601990, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 4-(2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indole-5-carbonyl)benzoate (80 mg) in 1 mL of MeOH, 2 mL of THF and 1 mL of water was added 0.2 mL of 2N NaOH. After stirring for 0.5 h, the reaction mixture was treated with 5 mL of pH7 potassium phosphate buffer, extracted with 4×20 mL of EtOAc. The combined extracts were dried over Na2SO4, filtered, and concentrated to give the crude title compound which was used for the next step without further purification.

Workup

  1. extractionextracted with 4×20 mL of EtOAc
  2. dry with materialThe combined extracts were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a97dcf526ba84b6e87fc3e40eb86b339
Source dataset
uspto-grants-2016_05
Patent number
US09345905B2

Reaction notes

Loading…