HCID 20960050, compound → HCID 24937231, compound

HRID 391632Notes

Reaction equation

HRID 391632 reaction equation
[O:1]=[C:2]1[NH:10][C:9]2[C:4](=[N:5][C:6]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)=[N:7][C:8]=2[C:11]([OH:13])=O)[N:3]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O=[C:27]1NC2C(=NC(C3C=NC=CC=3)=NC=2C(N)=O)[N:28]1C1C=CC=CC=1>CS(C)=O.Cl>[CH3:27][NH:28][C:11]([C:8]1[N:7]=[C:6]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[N:5]=[C:4]2[C:9]=1[NH:10][C:2](=[O:1])[N:3]2[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:13]

Participants

5

Reactant 2

HCID 20960050HCID 20960050, compoundHCID 57474617HCID 57474617, compound

Product 1

HCID 24937231HCID 24937231, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
90 °C

Procedure

8-Oxo-9-phenyl-2-(pyridin-3-yl)-8,9-dihydro-7H-purine-6-carboxylic acid. 8-Oxo-9-phenyl-2-(pyridin-3-yl)-8,9-dihydro-7H-purine-6-carboxamide (0.2 g, 0.55 mmol) was dissolved in a mixture of DMSO (3 mL) and aqueous 6N hydrochloric acid solution (1.2 mL). The mixture was heated to 90° C. for 24 h and then poured into an ice/water slurry. The pH was adjusted to 5 and the resulting precipitate was filtered and dried to afford the title compound as a solid (0.108 g, 0.323 mmol, 54% yield), which was used directly in the next step. MS (ESI) m/z 334.1 [M+1]+.

Workup

  1. filtrationthe resulting precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-b30575c9097541a8998a9bbc908add76
Source dataset
uspto-grants-2013_02
Patent number
US08383634B2

Reaction notes

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