Sodium Hydroxide → HCID 71239238, compound

HRID 1774618Notes

Reaction equation

HRID 1774618 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([C:14]2[N:19]=[CH:18][N:17]=[C:16]([CH:20]3[NH:24][CH:23]([C:25]([O:27]C)=[O:26])[CH2:22][CH2:21]3)[CH:15]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH:11]1[CH2:13][CH2:12]1>C1COCC1>[Cl:3][C:4]1[CH:5]=[C:6]([C:14]2[N:19]=[CH:18][N:17]=[C:16]([CH:20]3[NH:24][CH:23]([C:25]([OH:27])=[O:26])[CH2:22][CH2:21]3)[CH:15]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH:11]1[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 71239361HCID 71239361, compound

Product 1

HCID 71239238HCID 71239238, compoundYield 13.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

NaOH (2M solution, 0.04 ml, 0.073 mmol) was added in one portion to a stirred solution of methyl 5-[6-(3-chloro-4-cyclopropoxyphenyl)pyrimidin-4-yl]pyrrolidine-2-carboxylate (0.008 g, 0.02 mmol) in THF (2 ml) and the mixture was stirred at room temperature for 16 hours. After this time, the mixture was concentrated and the resulting residue purified by prep HPLC to give the title compound (0.001 g, 5% yield) as a white solid.

Workup

  1. concentrationAfter this time, the mixture was concentrated
  2. customthe resulting residue purified by prep HPLC

Sources & evidence

ORD record
ord-7f644d474d8043bab6fad01bd7696a6f
Source dataset
uspto-grants-2016_02
Patent number
US09260422B2

Reaction notes

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