Potassium Carbonate → HCID 58386582, compound

HRID 74673Notes

Reaction equation

HRID 74673 reaction equation
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6]([N:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]2=[O:18])[CH2:5][CH2:4]1.Cl[C:20]1[N:25]=[C:24]([N:26]([CH3:31])[S:27]([CH3:30])(=[O:29])=[O:28])[CH:23]=[C:22]([C:32]([N:34]2[C:42]3[C:37](=[CH:38][C:39]([F:43])=[CH:40][CH:41]=3)[CH2:36][CH2:35]2)=[O:33])[CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1>[F:43][C:39]1[CH:38]=[C:37]2[C:42](=[CH:41][CH:40]=1)[N:34]([C:32]([C:22]1[CH:23]=[C:24]([N:26]([CH3:31])[S:27]([CH3:30])(=[O:29])=[O:28])[N:25]=[C:20]([N:3]3[CH2:4][CH2:5][CH:6]([N:9]4[C:17]5[C:12](=[N:13][CH:14]=[CH:15][CH:16]=5)[NH:11][C:10]4=[O:18])[CH2:7][CH2:8]3)[CH:21]=1)=[O:33])[CH2:35][CH2:36]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 222931811-(piperidin-4-yl)-1H,2H,3H-imidazo[4,5-b]pyridin-2-one dihydrochlorideHCID 58386545N-[6-chloro-4-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-pyridin-2-yl]-N-methyl-methanesulphonamide

Product 1

HCID 58386582HCID 58386582, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

0.25 g (0.89 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one dihydrochloride, 0.34 g (0.89 mmol) N-[6-chloro-4-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-pyridin-2-yl]-N-methyl-methanesulphonamide and 0.37 g (2.7 mmol) potassium carbonate were stirred in 3 mL of NMP for 4 h at 130° C. The reaction mixture was purified by HPLC. The product-containing fractions were combined and acetonitrile was eliminated by rotary evaporation. The precipitated substance was suction filtered and dried.

Workup

  1. customThe reaction mixture was purified by HPLC
  2. customacetonitrile was eliminated by rotary evaporation
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-55438176b0094c2f851e8ce8de2e9686
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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