Cycloheptylamine → HCID 67529063, compound

HRID 2382842Notes

Reaction equation

HRID 2382842 reaction equation
[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.[CH:20]1([NH2:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.CCOCC.[ClH:33]>CO>[ClH:1].[ClH:33].[CH:20]1([NH:27][C:2]2[N:7]3[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]4[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=4)[N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 2899CycloheptylamineHCID 10953452Ether hydrochlorideHCID 25212516N-(5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

Product 1

HCID 67529063HCID 67529063, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared following procedure described for example 30 but starting from N-(5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide ((B4), 296 mg; 1.08 mmol; 1.0 eq.) and cycloheptylamine (1.0 mL). The parent compound was dissolved in MeOH and Et2O/HCl was added. The precipitate obtained was filtered, washed with Et2O and dried under reduced pressure at 40° C. to give the title compound as a white powder (178 mg, 42%). HPLC, Rt: 2.98 min. (purity 99.7%). LC/MS, M+(ESI): 351.4, M−(ESI): 349.4. CHN analysis: [C19H22N6O.2.0 HCl.1.5H20] Corrected: C, 50.67%; H, 6.04%; N, 18.66%. Found: C, 50.69%; H, 5.97%; N, 18.61%.

Workup

  1. customThe title compound was prepared following procedure
  2. customThe precipitate obtained
  3. filtrationwas filtered
  4. washwashed with Et2O
  5. customdried under reduced pressure at 40° C.

Sources & evidence

ORD record
ord-efeca0f99fc74a1e8af0f4c0ce6c5817
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

Loading…