Ammonia → HCID 58386658, compound

HRID 74555

Reaction equation

HRID 74555 reaction equation
Br[C:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][CH:14]([N:17]2[C:25]3[C:20](=[N:21][CH:22]=[CH:23][CH:24]=3)[NH:19][C:18]2=[O:26])[CH2:13][CH2:12]1.N>O>[O:26]=[C:18]1[NH:19][C:20]2=[N:21][CH:22]=[CH:23][CH:24]=[C:25]2[N:17]1[CH:14]1[CH2:15][CH2:16][N:11]([C:2]2[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][N:3]=2)[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 2227012-Bromoisonicotinic acidHCID 22293182Bms-973013

Product 1

HCID 58386658HCID 58386658, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.50 g (2.4 mmol) 2-bromopyridine-4-carboxylic acid and 1.1 g (5.0 mmol) 1-piperidin-4-yl-1,3-dihydro-imidazo[4,5-b]pyridin-2-one were mixed and melted for 10 min using the hot air blower. The reaction mixture was cooled, mixed with water and made basic with ammonia. It was extracted with EtOAc. The aqueous phase was concentrated and purified by HPLC. The product-containing fractions were combined and concentrated to dryness by rotary evaporation.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionIt was extracted with EtOAc
  3. concentrationThe aqueous phase was concentrated
  4. custompurified by HPLC
  5. concentrationconcentrated to dryness by rotary evaporation

Sources & evidence

ORD record
ord-d9b8229d44f84c40bdf10d0071e87ef6
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Linked notes

Loading…