Hydrochloric Acid → HCID 136397815, compound

HRID 1810941Notes

Reaction equation

[NH2:1][C:2]1[NH:3][C:4](=[O:22])[C:5]2[C:10]([CH2:11][CH2:12][C:13]3[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=3)=[CH:9][NH:8][C:6]=2[N:7]=1.[OH-].[Na+:24].Cl>O>[Na+:24].[NH2:1][C:2]1[NH:3][C:4](=[O:22])[C:5]2[C:10]([CH2:11][CH2:12][C:13]3[CH:21]=[CH:20][C:16]([C:17]([O-:19])=[O:18])=[CH:15][CH:14]=3)=[CH:9][NH:8][C:6]=2[N:7]=1

Participants

Conditions

Temperature: 25 °C

Procedure

A flask was charged with 4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidine-5-yl)ethyl] benzoic acid (5.0 g; 93.85% purity HPLC) and water (30 ml), the pH was corrected to about 13 with a 2M sodium hydroxide solution in water, and complete dissolution was observed. The pH was then corrected to about 9 with a 1M hydrochloric acid solution in water, and abundant solid formation was observed. The resulting suspension was stirred at about 25° C. for 1 hour, the solid was collected by filtration and dried in an oven under vacuum to afford 4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidine-5-yl)ethyl] benzoic acid sodium salt as a white solid in 99.6% purity (HPLC).

Workup

filtrationthe solid was collected by filtration
customdried in an oven under vacuum

Sources & evidence

ORD record: ord-018a4e7b4eb34413aebca07e1c53bc5a
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08362245B2

Reaction notes

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