HCID 86649579, compound → HCID 86649578, compound

HRID 1444141Notes

Reaction equation

HRID 1444141 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([Cl:38])[C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[C:21]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=4)[N:20]=[C:19]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][C@H:31]4[CH3:36])[N:18]=3)[CH:13]([CH3:37])[CH2:12]2)=[N:9][CH:10]=1)=[O:4]>[OH-].[Na+].CCO>[Cl:38][C:7]1[C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[C:21]([C:23]4[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=4)[N:20]=[C:19]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH:31]4[CH3:36])[N:18]=3)[C@H:13]([CH3:37])[CH2:12]2)=[N:9][CH:10]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=1

Participants

4

Reactant 1

HCID 86649579HCID 86649579, compound

Product 1

HCID 86649578HCID 86649578, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Stir a solution of 3′-chloro-4-[6-(4-fluoro-phenyl)-2-(3-(R)-methyl-morpholin-4-yl)-pyrimidin-4-yl]-3-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-5′-carboxylic acid methyl ester (500 mg) in a mixture of 10% NaOH (6 mL) and EtOH (20 mL) at room temperature for 16 h. Bring the mixture to pH 4 with 6 N HCl and extract the solution with EtOAc. Dry the organic layer (Na2SO4) and concentrate under reduced pressure to give the title compound.

Workup

  1. extractionBring the mixture to pH 4 with 6 N HCl and extract the solution with EtOAc
  2. dry with materialDry the organic layer (Na2SO4)
  3. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-ecc442ce59094ca8bd07878fba7f4bc6
Source dataset
uspto-grants-2010_02
Patent number
US07662830B2

Reaction notes

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