Sodium Hydroxide → HCID 59320230, compound

HRID 655237Notes

Reaction equation

HRID 655237 reaction equation
C([O:5][C:6](=[O:19])[CH2:7][C:8]1[CH:9]=[C:10]2[C:15](=[C:16]([F:18])[CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)(C)(C)C.[OH-].[Na+]>>[F:18][C:16]1[CH:17]=[C:8]([CH2:7][C:6]([OH:19])=[O:5])[CH:9]=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68703242HCID 68703242, compound

Product 1

HCID 59320230HCID 59320230, compound

Procedure

0.5 g of (8-fluoro-quinolin-6-yl)-acetic acid tert-butyl ester with 2.0 ml of 4N aq. sodium hydroxide solution was heated at 90° C. for 3 h. After cooling the reaction mixture was extracted with ethyl acetate. The aqueous layer was made just acidic with acetic acid, filtered to afford the title compound as an off white solid (0.24 g, 61%). 1H NMR (300 MHz, DMSO-d6) δ 8.91˜8.93 (m, 1H), 8.37˜8.40 (m, 1H), 7.51˜7.69 (m, 3H), 3.80 (s, 2H); ES-MS m/z: 206.2 (M++1).

Workup

  1. temperatureAfter cooling the reaction mixture
  2. extractionwas extracted with ethyl acetate
  3. filtrationfiltered

Sources & evidence

ORD record
ord-46fdd8ed8190452d870d471b4570a34f
Source dataset
uspto-grants-2011_12
Patent number
US08071581B2

Reaction notes

Loading…