Ethyl 4-piperidinecarboxylate → HCID 10279717, compound

HRID 433943Notes

Reaction equation

HRID 433943 reaction equation
Cl[C:2]1[C:7]([C:8]([NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH:21]([CH3:23])[CH3:22])[CH:15]=2)=[O:12])=[O:9])=[CH:6][N:5]=[C:4]2[N:24]([CH3:28])[N:25]=[C:26]([CH3:27])[C:3]=12.[NH:29]1[CH2:34][CH2:33][CH:32]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:31][CH2:30]1>O1CCCC1>[CH3:28][N:24]1[C:4]2=[N:5][CH:6]=[C:7]([C:8](=[O:9])[NH:10][C:11]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH:21]([CH3:23])[CH3:22])[CH:15]=3)=[O:12])[C:2]([N:29]3[CH2:34][CH2:33][CH:32]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:31][CH2:30]3)=[C:3]2[C:26]([CH3:27])=[N:25]1

Participants

4

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylateHCID 23593669HCID 23593669, compound

Product 1

HCID 10279717HCID 10279717, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(4-Chloro-1,3-dimethylpyrazolo[5,4-b]pyridin-5-yl )-N-({[3-(1-methylethoxy)phenyl]amino}carbonyl)carboxamide (40 mg) was dissolved in tetrahydrofuran (5.0 mL), ethyl piperidine-4-carboxylate (160 mg) was added, and the mixture was stirred at room temperature for 5 hrs. The solvent was evaporated under reduced pressure, the residue was suspended in water (10 mL), the resulting solid was filtered, washed with water, and dried under high vacuum to give ethyl 1-{1,3-dimethyl-5-[N-({[3-(1-methylethoxy)phenyl]amino}carbonyl)carbamoyl]pyrazolo[5,4-b]pyridin-4-yl}piperidine-4-carboxylate as a white powder.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. filtrationthe resulting solid was filtered
  3. washwashed with water
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-0591b0546d0a4d189d361e394d126cbf
Source dataset
uspto-grants-2003_12
Patent number
US06670364B2

Reaction notes

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