Acetic Acid → HCID 57754603, compound

HRID 227114Notes

Reaction equation

HRID 227114 reaction equation
Br[C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20](=[O:29])[C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[C:23]([CH3:28])[CH:22]=3)=[CH:10]2)[CH:5]=[CH:4][CH:3]=1.Cl.C(O)(=[O:33])C>>[CH3:28][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[CH3:27])[C:20]([C:11]1[C:12](=[O:19])[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:9]([CH2:8][C:6]2[NH:7][C:2](=[O:33])[CH:3]=[CH:4][CH:5]=2)[CH:10]=1)=[O:29]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 16731006HCID 16731006, compound

Product 1

HCID 57754603HCID 57754603, compound

Procedure

182 mg (0.41 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-3-(3,4-dimethyl-benzoyl)-1H-quinolin-4-one in a solution of 3 mL acetic acid and 3 mL concentrated aqueous hydrochloric acid was heated in a sealed tube at 150° C. for 24 h. Purification on reverse-phase HPLC and free-basing gave 95 mg of a white solid: LC-MSD, m/z for C24H20N2O3 [M+H]+=385.1; HPLC retention time: 0.4 min.

Workup

  1. customPurification on reverse-phase HPLC

Sources & evidence

ORD record
ord-1a15caa5b6904513b1a5bc28ad8ff743
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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