Hydrochloric Acid → 2-[4-(Pyrrolidin-1-yl)phenyl]acetic acid

HRID 1360398Notes

Reaction equation

HRID 1360398 reaction equation
C([CH2:3][C@@H:4]([NH:8][C:9]1[CH:14]=[CH:13][C:12](C(F)(F)F)=CC=1)[CH:5]([CH3:7])C)#N.[OH-:19].[Li+].Cl.[O:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>>[N:8]1([C:4]2[CH:5]=[CH:7][C:24]([CH2:25][C:26]([OH:22])=[O:19])=[CH:23][CH:3]=2)[CH2:9][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 66968951N-[(1R)-1-(cyanomethyl)-2-methylpropyl]-4-(trifluoromethyl)aniline

Product 1

HCID 141545872-[4-(Pyrrolidin-1-yl)phenyl]acetic acid

Procedure

Methyl 4-(pyrrolidin-1-yl)phenylacetate (0.13 g, 0.59 mmol) obtained in Step 1 was dissolved in tetrahydrofuran (1.2 mL), 1 M aqueous lithium hydroxide solution (1.2 mL) was added, and the mixture was stirred for 5 hrs. The mixture was neutralized with 1 N aqueous hydrogen chloride solution (1.2 mL), and the solvent was evaporated to give a crude product of the title compound, which was used for the synthesis of A-54.

Workup

  1. customthe solvent was evaporated

Sources & evidence

ORD record
ord-7bc2ddc486a64bc496cc3118571b1d99
Source dataset
uspto-grants-2011_02
Patent number
US07879863B2

Reaction notes

Loading…