HCID 59730008, compound → HCID 59730123, compound

HRID 228296Notes

Reaction equation

HRID 228296 reaction equation
[Cl:1][C:2]1[CH:17]=[C:16]([CH:18]2OCC[O:19]2)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([NH2:13])=[O:12])=[N:9][CH:10]=1>C(O)=O>[Cl:1][C:2]1[CH:17]=[C:16]([CH:18]=[O:19])[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([NH2:13])=[O:12])=[N:9][CH:10]=1

Participants

3

Reactant 1

HCID 59730008HCID 59730008, compound

Product 1

HCID 59730123HCID 59730123, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Using a method similar to Example 403, Part B, a reaction of 5-(2-chloro-4-[1,3]dioxolan-2-ylphenoxy)pyridine-2-carboxamide (0.263 g, 0.820 mmol) in 88% formic acid gives the title compound (0.194 g, 85.5%): TOF MS ES− 277.0 (M+H)+, HRMS calcd for C13H10N2O3Cl 277.0380 (M+H)+, found 277.0378, time 0.38 min; HPLC [YMC-Pack Pro C-18 (150×4.6 mm, S-5 microm), 0.1% TFA/acetonitrile in 0.1% TFA/water at 1.0 mL/min, 20-99% over 23 min], tR=10.3 min. 100% purity.

Sources & evidence

ORD record
ord-0c3350baa24e427b982d20cf09ac913a
Source dataset
uspto-grants-2009_07
Patent number
US07560463B2

Reaction notes

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