Lithium hydroxide, monohydrate → 4-Oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid

HRID 601795Notes

Reaction equation

HRID 601795 reaction equation
[O:1]=[C:2]1[C:9]2[CH:8]=[C:7]([C:10]([O:12]C)=[O:11])[NH:6][C:5]=2[CH2:4][CH2:3]1.O.[OH-].[Li+]>>[O:1]=[C:2]1[C:9]2[CH:8]=[C:7]([C:10]([OH:12])=[O:11])[NH:6][C:5]=2[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59180145Methyl 4-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate

Product 1

HCID 441249824-Oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid

Procedure

The title compound was synthesized from methyl 4-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (11 mg, 0.06 mmol) and lithium hydroxide monohydrate (10 mg, 0.25 mmol) according to General Procedure 7 (6.8 mg, 67%). 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.89-2.93 (m, 2H), 2.98-3.02 (m, 2H), 6.89 (s, 1H); LCMS-MS (ESI+) 163.7 (M−H); HPLC (UV=100%).

Sources & evidence

ORD record
ord-40e0456f28d54951bb73bdb65a901801
Source dataset
uspto-grants-2011_03
Patent number
US07902252B2

Reaction notes

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