Lithium hydroxide, monohydrate → 2-Tert-butyl-4-(pyridin-3-yl)pyrimidine-5-carboxylic acid

HRID 1930379Notes

Reaction equation

HRID 1930379 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[C:8]([C:17]([O:19]CC)=[O:18])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].O[Li].O>>[C:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[C:8]([C:17]([OH:19])=[O:18])=[CH:7][N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 68983241Ethyl 2-tert-butyl-4-(pyridin-3-yl)pyrimidine-5-carboxylate

Product 1

HCID 689841062-Tert-butyl-4-(pyridin-3-yl)pyrimidine-5-carboxylic acidYield 72%

Procedure

Using a procedure analogous to Example B39, ethyl 2-tert-butyl-4-(pyridin-3-yl)pyrimidine-5-carboxylate (0.17 g, 0.60 mmol) was treated with LiOH.H2O (57 mg, 2.38 mmol) to afford 2-tert-butyl-4-(pyridin-3-yl)pyrimidine-5-carboxylic acid (0.11 g, 72% yield). MS (ESI) m/z: 258.0 (M+H+).

Sources & evidence

ORD record
ord-60cf297fca73417e9e5fe90b4900f634
Source dataset
uspto-grants-2012_05
Patent number
US08188113B2

Reaction notes

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