Potassium Bromide → 1-(2-t-Butyldimethylsilyloxyethyl)-5-methylpyrazole-3-carboxylic acid

HRID 1452097Notes

Reaction equation

[Si:1]([O:8][CH2:9][CH2:10][N:11]1[C:15]([CH3:16])=[CH:14][C:13]([C:17]([O:19]CC)=[O:18])=[N:12]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[K+].[Br-]>>[Si:1]([O:8][CH2:9][CH2:10][N:11]1[C:15]([CH3:16])=[CH:14][C:13]([C:17]([OH:19])=[O:18])=[N:12]1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 22145416Ethyl 1-(2-t-butyldimethylsilyloxyethyl)-5-methylpyrazole-3-carboxylate

Product 1

HCID 221454001-(2-t-Butyldimethylsilyloxyethyl)-5-methylpyrazole-3-carboxylic acid

Procedure

The title compound was prepared from ethyl 1-(2-t-butyldimethylsilyloxyethyl)-5-methylpyrazole-3-carboxylate (16.08 g, 51.5 mM) as described in Example 4 Preparation 2 as a white solid (10.5 g, 72%); νmax (KBr) 1688, 1648, 1533 and 1505 cm-1 ; δH (CDCl3) -0.10 (6H, s), 0.81 (9H, s), 2.35 (3H, s), 4.00 (2H, t, J5 Hz), 4.24 (2H, t, J5 Hz),6.60 (1H, s); NH3DCI m/e 285 (100%).

Sources & evidence

ORD record: ord-5774b23554dd4040ab0475a7d38361f2
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05606051

Reaction notes

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