2-(Bromomethyl)tetrahydro-2H-pyran → HCID 67185563, compound

HRID 885934Notes

Reaction equation

HRID 885934 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][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][O:18]1>>[O:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]1[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

Participants

3

Reactant 2

HCID 1419172-(Bromomethyl)tetrahydro-2H-pyran2×HCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 1

HCID 67185563HCID 67185563, compound

Procedure

The title compound was prepared from pyrazole-4-boronic acid pinacol ester and 2-(bromomethyl)tetrahydro-2H-pyran 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 2-(bromomethyl)-tetrahydro-2H-pyran, and heating to 80° C. for a further 2 days) and was isolated as a brown gum (75%). LCMS (ES+) 293 (M+H)+, RT 3.41 minutes (Method 1).

Workup

  1. temperatureheating to 80° C. for a further 2 days) and

Sources & evidence

ORD record
ord-efb0781afab6476c997290cb88605f18
Source dataset
uspto-grants-2012_08
Patent number
US08242116B2

Reaction notes

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