HCID 57893484, compound → HCID 11042299, compound

HRID 1821815Notes

Reaction equation

HRID 1821815 reaction equation
[C:1]1([CH:7]([C:9]2[C:17]3[C:12](=[CH:13][N:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)Cl.CO>[C:1]1([C:7]([C:9]2[C:17]3[C:12](=[CH:13][N:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 57893484HCID 57893484, compound

Product 1

HCID 11042299HCID 11042299, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Phenyl(1H-pyrrolo[2,3-c]pyridin-3-yl)methanone (379 mg, 78%) was prepared using phenyl(1H-pyrrolo[2,3-c]pyridin-3-yl)methanol (Example 97) as a yellow solid following the procedure described for Reference Example 13: Rf 0.48 (90:10 methylene chloride/methanol); mp 218-220° C.; 1H NMR (300 MHz, DMSO-d6) δ7.55-7.58 (2H, m), 7.62-7.65 (1H, m), 7.81-7.83 (2H, m), 8.09-8.10 (1H, d, J=5.4 Hz), 8.19 (1H, s), 8.33-8.34 (1H, d, J=5.4 Hz), 8.88 (1H, s), 12.50 (1H, br s); ESI MS m/z 223 [C14H10N2O+H]+; HPLC (Method A) 96.6% (AUC), tR=13.2 min.

Sources & evidence

ORD record
ord-884c27fbb5484e1cbf6e8c34fc91516f
Source dataset
uspto-grants-2009_10
Patent number
US07608627B2

Reaction notes

Loading…