Lithium hydroxide, monohydrate → HCID 69039163, compound

HRID 1930363Notes

Reaction equation

HRID 1930363 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[CH:15]=[CH:14]3)[C:8]([C:21]([O:23]C)=[O:22])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Li+]>>[C:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[CH:15]=[CH:14]3)[C:8]([C:21]([OH:23])=[O:22])=[CH:7][N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69297579HCID 69297579, compound

Product 1

HCID 69039163HCID 69039163, compoundYield 97%

Procedure

Using a procedure analogous to Example B32, methyl 2-tert-butyl-4-(1-methyl-1 H-indol-5-yl)pyrimidine-5-carboxylate (898 mg, 2.78 mmol) and lithium hydroxide hydrate (466 mg, 11.11 mmol) were combined to give 2-tert-butyl-4-(1-methyl-1 H-indol-5-yl)pyrimidine-5-carboxylic acid (833 mg, 97% yield). 1H NMR (300 MHz, DMSO-d6): δ 1.39 (s, 9 H), 3.82 (s, 3H), 6.54 (s, 1 H), 7.40 (s, 1 H), 7.52 (m, 2 H), 7.94 (s, 1 H), 8.91 (s, 1 H), 12.70 (s, 1 H); MS (ESI) m/z: 310.0(M+H+).

Sources & evidence

ORD record
ord-b7ac13c8a3904c499950707c72a76e50
Source dataset
uspto-grants-2012_05
Patent number
US08188113B2

Reaction notes

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