HCID 54708305, compound → HCID 54710266, compound

HRID 1244087Notes

Reaction equation

HRID 1244087 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:15]([OH:17])=[C:14]([C:18]#[N:19])[C:13](=[O:20])[NH:12][C:11]=3[S:10][CH:9]=2)=[CH:4][CH:3]=1.C1C=C[NH+]=CC=1.[Br:27][Br-]Br>CC(O)=O.O>[Br:27][C:9]1[S:10][C:11]2[NH:12][C:13](=[O:20])[C:14]([C:18]#[N:19])=[C:15]([OH:17])[C:16]=2[C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 54708305HCID 54708305, compound

Product 1

HCID 54710266HCID 54710266, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 3-(4-chlorophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (0.17 g, 0.55 mmol) in AcOH (6 mL) was added pyridine hydrobromide perbromide (0.18 g, 0.6 mmol) in a single portion at room temperature. The reaction was stirred at room temperature for 1 h, diluted with water (25 mL). The resultant solid was filtered and dried to give the title compound. MS (ESI) m/e 380.79 (M−H)+; 1H NMR (300 MHz, DMSO-d6): ppm 7.45 (d, 2H), 7.33 (d, 2H).

Workup

  1. filtrationThe resultant solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-b0d7ad442f3d44e3af588997daef1d51
Source dataset
uspto-grants-2006_10
Patent number
US07119205B2

Reaction notes

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