Hydrochloric Acid → HCID 54678998, compound

HRID 1244108Notes

Reaction equation

HRID 1244108 reaction equation
[OH:1][C:2]1[C:3]2[C:13]([C:14]3[CH:19]=[CH:18][C:17]([O:20]COC)=[CH:16][CH:15]=3)=[CH:12][S:11][C:4]=2[NH:5][C:6](=[O:10])[C:7]=1[C:8]#[N:9].Cl>C1COCC1>[OH:1][C:2]1[C:3]2[C:13]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)=[CH:12][S:11][C:4]=2[NH:5][C:6](=[O:10])[C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54719979HCID 54719979, compound

Product 1

HCID 54678998HCID 54678998, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To solution of 4-hydroxy-3-[4-(methoxymethoxy)phenyl]-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (0.1 g, 0.3 mmol) in THF (10 mL) was added 1N HCl (20 mL) and stirred at room temperature for 24 hours. The reaction mixture was then concentrated and purified on a RP-HPLC system to give the title compound. MS (ESI) m/e 282.9 (M−H)+; 1H NMR (500 MHz, DMSO-d6): δ ppm 12.53 (br s, 1H), 9.43 (br s, 1H), 7.21 (d, J=8.73, 2H,), 6.88 (s, 1H), 6.73 (d, J=8.42, 2H).

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. custompurified on a RP-HPLC system

Sources & evidence

ORD record
ord-3ac0be3016ee4ecdae83927452cfd573
Source dataset
uspto-grants-2006_10
Patent number
US07119205B2

Reaction notes

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