Triethylamine → HCID 46318296, compound

HRID 715655Notes

Reaction equation

HRID 715655 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-piperidy)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 dichlorormethane. 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 dichlorormethane
  3. dry with materialThe combined organic phases were dried over MgSO4
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-4e59070d6d844374b086c70ee27e3ccb
Source dataset
uspto-grants-2015_11
Patent number
US09187479B2

Reaction notes

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