Triethylamine → HCID 68513412, compound

HRID 1716868Notes

Reaction equation

HRID 1716868 reaction equation
[C:1]([O:5][C:6](=[O:13])[NH:7][CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].I[CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)CC)C>C(#N)C>[C:1]([O:5][C:6](=[O:13])[NH:7][CH:8]1[CH2:12][CH2:11][N:10]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 73784IodocyclopentaneHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamate

Product 1

HCID 68513412HCID 68513412, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Pyrrolidin-3-yl-carbamic acid tert-butyl ester (8) (0.20 g, 1.07 mmol, 1 equiv), iodo-cyclopentane (0.253 g, 1.29 mmol, 1.20 equiv) and triethylamine (0.28 g, 2.15 mmol, 2.00 equiv) were dissolved in acetonitrile (25 mL). The solution was heated to reflux until TLC indicated completion of the reaction. The solvent was evaporated under reduced pressure to yield the title compound. (0.25 g, 1.00 mmol, quantitative).

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux until TLC
  3. customcompletion of the reaction
  4. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f86e869dad3a47a98f9d69bccb5fe08c
Source dataset
uspto-grants-2010_09
Patent number
US07803836B2

Reaction notes

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