Hydrochloric Acid → HCID 71239060, compound

HRID 1774609Notes

Reaction equation

HRID 1774609 reaction equation
Cl.C(OC([N:9]1[CH2:13][CH:12]([C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH:27]([CH3:29])[CH3:28])=[C:22]([Cl:30])[CH:21]=3)[N:17]=[CH:16][N:15]=2)[CH2:11][CH:10]1[C:31]([OH:33])=[O:32])=O)(C)(C)C>C(OCC)C>[Cl:30][C:22]1[CH:21]=[C:20]([C:18]2[N:17]=[CH:16][N:15]=[C:14]([CH:12]3[CH2:13][NH:9][CH:10]([C:31]([OH:33])=[O:32])[CH2:11]3)[CH:19]=2)[CH:25]=[CH:24][C:23]=1[O:26][CH:27]([CH3:29])[CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71240758HCID 71240758, compound

Product 1

HCID 71239060HCID 71239060, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1M HCl in diethyl ether solution (2 ml) was added in one portion to a stirred solution of 4-[6-(3-chloro-4-isopropoxy-phenyl)-pyrimidin-4-yl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (0.02 g, 0.03 mmol) in diethyl ether (1 ml) and the mixture was stirred at room temperature overnight. After this time the reaction mixture was concentrated and the resulting residue was purified by prep HPLC to give the title compound (0.005 g, 38% yield) as a cream solid.

Workup

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

Sources & evidence

ORD record
ord-139f439025fb4a319ddaa8f163fc8369
Source dataset
uspto-grants-2016_02
Patent number
US09260422B2

Reaction notes

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