Hydrochloric Acid → HCID 68529825, compound

HRID 2099232Notes

Reaction equation

HRID 2099232 reaction equation
C[O:2][C:3](=[O:32])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:18]=[CH:17][N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][N:14]3[C:19]2[CH:24]=[C:23]([C:25](=[O:30])[NH:26][CH:27]3[CH2:29][CH2:28]3)[CH:22]=[CH:21][C:20]=2[CH3:31])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>O1CCCC1.CO.O>[CH:27]1([NH:26][C:25]([C:23]2[CH:22]=[CH:21][C:20]([CH3:31])=[C:19]([N:14]3[CH:13]=[N:12][C:11]4[C:15]3=[N:16][CH:17]=[N:18][C:10]=4[C:7]3[CH:6]=[CH:5][C:4]([C:3]([OH:32])=[O:2])=[CH:9][CH:8]=3)[CH:24]=2)=[O:30])[CH2:29][CH2:28]1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11661864HCID 11661864, compound

Product 1

HCID 68529825HCID 68529825, compoundYield 80%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the 4-[9-(5-Cyclopropylcarbamoyl-2-methyl-phenyl)-9H-purin-6-yl]-benzoic acid methyl ester (65 mg, 0.87 mmol) in 2 mL of tetrahydrofuran, 2 mL of methanol and 1 mL of water was added sodium hydroxide (2M, 0.15 mL, 0.3 mmol) at 20° C. The reaction mixture was stirred at that temperature for 5 hours and then the clear solution was neutralized by dropwise addition of 2N aqueous hydrochloric acid to give a solid. The product was collected by filtration to give a colorless solid (50 mg, 80%). HPLC tR=2.01 min; MS m/z 414 [M+H]+.

Workup

  1. customto give a solid
  2. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-4a5f951cf279403393f6de5a0d6b3521
Source dataset
uspto-grants-2009_08
Patent number
US07569571B2

Reaction notes

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