Hydrochloric Acid → HCID 59740871, compound

HRID 547370Notes

Reaction equation

HRID 547370 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[CH2:5][CH2:6][NH:7][C:8]1[N:13]=[C:12]([C:14]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH:15]=2)[CH:11]=[CH:10][C:9]=1[C:27](=[O:36])[NH:28][CH2:29][C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1.Cl>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[CH2:5][CH2:6][NH:7][C:8]1[N:13]=[C:12]([C:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH:15]=2)[CH:11]=[CH:10][C:9]=1[C:27]([NH:28][CH2:29][C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1)=[O:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59740872HCID 59740872, compound

Product 1

HCID 59740871HCID 59740871, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 4-(6-(3-fluorophenethylamino)-5-(pyridin-3-ylmethylcarbamoyl)pyridin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (200 mg, 0.377 mmol) in MeOH (8 mL) at 0° C. was added HCl (2.0 mL, 8 mmol, 4 M in dioxane) under nitrogen. The reaction mixture was warmed to room temperatures stirred at r.t. for 4 h. LC/MS indicated the reaction was complete. The reaction mixture was concentrated under reduced pressure to give 2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)-6-(1,2,3,6-tetrahydropyridin-4-yl)nicotinamide which was used for next step without further purification. LRMS (M+H+) m/z 444.2.

Workup

  1. temperatureThe reaction mixture was warmed to room temperatures
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-46ceaf3958c04f038b3fcf0f6a2a4822
Source dataset
uspto-grants-2011_05
Patent number
US07939534B2

Reaction notes

Loading…