Diethyl (3-bromopropyl)phosphonate → HCID 87302626, compound

HRID 885933Notes

Reaction equation

HRID 885933 reaction equation
[NH:1]1[CH:5]=[C:4]([B:6]2[O:14][C:11]([CH3:13])([CH3:12])[C:8]([CH3:10])([CH3:9])[O:7]2)[CH:3]=[N:2]1.Br[CH2:16][CH2:17][CH2:18][P:19](=[O:26])([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22]>>[CH2:24]([O:23][P:19]([CH2:18][CH2:17][CH2:16][N:2]1[CH:3]=[C:4]([B:6]2[O:7][C:8]([CH3:9])([CH3:10])[C:11]([CH3:13])([CH3:12])[O:14]2)[CH:5]=[N:1]1)(=[O:26])[O:20][CH2:21][CH3:22])[CH3:25]

Participants

3

Reactant 2

HCID 283500Diethyl (3-bromopropyl)phosphonate2×HCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 1

HCID 87302626HCID 87302626, compound

Procedure

The title compound was prepared from pyrazole-4-boronic acid pinacol ester and diethyl (3-bromopropyl)phosphonate according to Method AC (stirred in a sealed vial at r.t. for 16 h, then heating to 80° C. for 4 h before addition of further diethyl (3-bromopropyl)phosphonate, and heating to 90° C. for a further 3 days) and was isolated as a brown gum (64%). LCMS (ES+) 373 (M+H)+, RT 3.73 minutes (Method 1).

Workup

  1. temperatureheating to 90° C. for a further 3 days) and

Sources & evidence

ORD record
ord-83ef1005a28948579d20af54c26af876
Source dataset
uspto-grants-2012_08
Patent number
US08242116B2

Reaction notes

Loading…