(4-Pyrrolidin-1-ylnaphthalen-1-yl)phosphonic acid diethyl ester → HCID 11536812, compound

HRID 916328Notes

Reaction equation

HRID 916328 reaction equation
[CH2:1]([O:3][P:4]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:11][CH:10]=1)(=[O:8])[O:5]CC)[CH3:2]>N1CCCC1>[CH2:1]([O:3][P:4]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:11][CH:10]=1)(=[O:5])[OH:8])[CH3:2]

Participants

3

Reactant 1

HCID 11616946(4-Pyrrolidin-1-ylnaphthalen-1-yl)phosphonic acid diethyl ester

Product 1

HCID 11536812HCID 11536812, compoundYield 59.6%

Reagents, catalysts & solvents 1

HCID 31268PyrrolidineSolvent

Conditions

Temperature
80 °C

Procedure

(4-Pyrrolidin-1-ylnaphthalen-1-yl)phosphonic acid diethyl ester 139MBT64-B (40 mg, 0.11 mmol) was dissolved in pyrrolidine (0.5 mL) and the mixture was heated to 80° C. for 20 hours. The mixture was concentrated and the crude product was purified by preparative TLC (0-10% methanol in dichloromethane) to give the title compound (20 mg, 55%) as a white solid.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe crude product was purified by preparative TLC (0-10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-1c379ed0a0f24178a4089eb42a9d3e0e
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

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