Lithium hydroxide, monohydrate → HCID 44125113, compound

HRID 601797Notes

Reaction equation

HRID 601797 reaction equation
[CH3:1][CH: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+]>>[CH3:1][CH: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 59180130HCID 59180130, compound

Product 1

HCID 44125113HCID 44125113, compoundYield 52%

Procedure

The title compound was synthesized from methyl 4-methyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate and lithium hydroxide monohydrate (17 mg, 0.40 mmol) according to General Procedure 7. The crude product was dried onto Silica gel and was purified by flash chromatography (0-80% EtOAc/Heptane) to give 8.6 mg of 4-methyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid (4) as a light yellow solid (52%). 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.17 (d, J=6.78 Hz, 3H), 1.85-1.96 (m, 1H), 2.56-2.77 (m, 3H), 2.95-3.06 (m, 1H), 6.59 (s, 1H); LCMS-MS (ESI+) 166.0 (M+H); HPLC (UV=100%).

Workup

  1. dry with materialThe crude product was dried onto Silica gel
  2. customwas purified by flash chromatography (0-80% EtOAc/Heptane)

Sources & evidence

ORD record
ord-29ad5046e15244d894860c91b2d5c6d7
Source dataset
uspto-grants-2011_03
Patent number
US07902252B2

Reaction notes

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