Triethylamine → HCID 46318296, compound

HRID 2356275Notes

Reaction equation

HRID 2356275 reaction equation
[N:1]1([C:6](Cl)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:9]([O:13][C:14]([NH:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(N(CC)CC)C>ClCCl>[C:9]([O:13][C:14]([NH:16][CH:17]1[CH2:18][CH2:19][N:20]([C:6]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:7])[CH2:21][CH2:22]1)=[O:15])([CH3:12])([CH3:10])[CH3:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 709371-Pyrrolidinecarbonyl chlorideHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 46318296HCID 46318296, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Pyrrolidine carbonylchloride (1.10 g, 9.99 mmol) was dissolved in 400 ml if dichloromethane under N2. (Tert-butoxy)-N-(4-piperidyl)carboxamide (2.0 g, 9.99 mmol) and triethyl amine (1.40 mL, 9.99 mmol) were added and the reaction mixture was stirred for three days. The reaction was quenched with sat. NaHCO3 solution and extracted with dichloromethane. The combined organic phases were dried over MgSO4 and the solvent evaporated to give the product as a white solid. (2.63 g, 8.84 mmol, 89%).

Workup

  1. customThe reaction was quenched with sat. NaHCO3 solution
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organic phases were dried over MgSO4
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-f25413f3de324ce3938b1c062acd9b2d
Source dataset
uspto-grants-2010_07
Patent number
US07759342B2

Reaction notes

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