HCID 66733609, compound → HCID 178450660, compound

HRID 2047005Notes

Reaction equation

HRID 2047005 reaction equation
C(O[C:4](=[O:28])[CH2:5][C:6]([CH:8]1[CH2:13][N:12]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH:11]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:10][CH2:9]1)=O)C.[NH2:29][C:30]1[CH:34]=[CH:33][NH:32][N:31]=1>ClCCl>[OH:28][C:4]1[N:31]2[N:32]=[CH:33][CH:34]=[C:30]2[N:29]=[C:6]([CH:8]2[CH2:13][N:12]([C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])[CH:11]([C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:22])[CH2:10][CH2:9]2)[CH:5]=1

Participants

4

Reactant 2

HCID 66733609HCID 66733609, compoundHCID 178418806HCID 178418806, compound

Product 1

HCID 178450660HCID 178450660, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

Di-tert-butyl 5-(3-ethoxy-3-oxopropanoyl)piperidine-1,2-dicarboxylate (18.79 mmol, 7.5 g) and 3-amino-1H-pyrazole (15.0 mmol, 1.25 g) were mixed and heated neat at 100° C. for 16 hours. The resulting residue is dissolved in dichloromethane (100 mL) and concentrated in vacuo to remove water formed during cyclization. LC-MS: 419 [M+H]. This solid is taken forward without further purification.

Workup

  1. concentrationconcentrated in vacuo
  2. customto remove water
  3. customformed during cyclization
  4. customThis solid is taken forward without further purification

Sources & evidence

ORD record
ord-0ac16aea44d94f2d82f5a73ca08e4251
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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