Piperidine → HCID 178482422, compound

HRID 1671762Notes

Reaction equation

HRID 1671762 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH3:9])[N:5]=[C:4]([NH:10][C@@H:11]2[CH2:16][CH2:15][C@H:14]([C:17]([OH:19])=[O:18])[CH2:13][CH2:12]2)[N:3]=1.[NH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>CC#N.O>[CH3:9][NH:8][C:6]1[N:7]=[C:2]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[N:3]=[C:4]([NH:10][C@@H:11]2[CH2:12][CH2:13][C@H:14]([C:17]([OH:19])=[O:18])[CH2:15][CH2:16]2)[N:5]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 178482384HCID 178482384, compound

Product 1

HCID 178482422HCID 178482422, compound

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Conditions

Temperature
80 °C

Procedure

To the crude solution of cis-4-(4-chloro-6-(methylamino)-1,3,5-triazin-2-ylamino)cyclohexanecarboxylic acid (˜0.38 mmol) in CH3CN/H2O (1/1, 5 ml) was added piperidine (188 μL, 5 equivalents). The reaction mixture was heated at 80° C. overnight. The reaction solution was condensed and the crude was acidified and purified by RP-HPLC (Luna 5μ C8(2), 100×21 mm, 15-60% CH3CN/H2O, 0.1% TFA, 17 min) to give the product (34.9 mg). MS (ES+): m/e 335.22 [M+H]+.

Workup

  1. customcondensed
  2. custompurified by RP-HPLC (Luna 5μ C8(2), 100×21 mm, 15-60% CH3CN/H2O, 0.1% TFA, 17 min)

Sources & evidence

ORD record
ord-9c0c79d4c89a4866a45879ebd3080874
Source dataset
uspto-grants-2011_08
Patent number
US07994317B2

Reaction notes

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