2-Fluoropyridine → HCID 67019304, compound

HRID 500165Notes

Reaction equation

HRID 500165 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:9]1>CCOCC>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[N:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:18])([CH3:17])[CH3:19])[CH2:9]1

Participants

4

Reactant 2

HCID 97462-FluoropyridineHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamate

Product 1

HCID 67019304HCID 67019304, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 2-fluoropyridine (1.0 g, 10.3 mmol) and tert-butyl pyrrolidin-3-ylcarbamate (1.80 g, 9.66 mmol) was heated at 120° C. for 5 h. After cooling to RT, the solid formed was treated with ether, filtered, and washed with ether. The solid was collected and dried to give the desired product (2.50 g, 98.2%). LCMS: (M+H)=264.1.

Workup

  1. temperatureAfter cooling to RT
  2. customthe solid formed
  3. filtrationfiltered
  4. washwashed with ether
  5. customThe solid was collected
  6. customdried

Sources & evidence

ORD record
ord-a0a1c508f1074507ae3331d763716c1e
Source dataset
uspto-grants-2010_08
Patent number
US07767675B2

Reaction notes

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