Hydrochloric Acid → HCID 86705389, compound

HRID 707477Notes

Reaction equation

HRID 707477 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][N:8]2[C:13]3[N:14]=[CH:15][C:16]([CH2:18][O:19]COC)=[CH:17][C:12]=3[C:11]3=[N:23][CH:24]=[N:25][N:10]3[C:9]2=[O:26])=[CH:5][CH:4]=1.Cl>CO>[OH:19][CH2:18][C:16]1[CH:15]=[N:14][C:13]2[N:8]([CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:28][CH:27]=3)[C:9](=[O:26])[N:10]3[N:25]=[CH:24][N:23]=[C:11]3[C:12]=2[CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86705390HCID 86705390, compound

Product 1

HCID 86705389HCID 86705389, compoundYield 62.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A suspension of 6-(4-methoxybenzyl)-9-((methoxymethoxy)methyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5 (6H)-one (40 mg, 0.10 mmol), methanol (0.80 ml) and 5 N hydrochloric acid (0.40 ml) was stirred at 50° C. for 16 hours. The mixture was extracted with DCM (1 mL), basified to pH 14 with 15% aqueous sodium hydroxide and extracted with DCM (2 mL). The combined DCM extracts were concentrated and the residue was taken up in DMF and purified by HPLC to afford 21 mg (59%) of 217 as a white powder.

Workup

  1. extractionThe mixture was extracted with DCM (1 mL)
  2. extractionextracted with DCM (2 mL)
  3. concentrationThe combined DCM extracts were concentrated
  4. custompurified by HPLC

Sources & evidence

ORD record
ord-e9ee1e1140f4479f84491fb1453dd080
Source dataset
uspto-grants-2015_11
Patent number
US09175010B2

Reaction notes

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