Hydrochloric Acid → HCID 89691090, compound

HRID 2202921Notes

Reaction equation

HRID 2202921 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:35]=[CH:34][C:7]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]([C:16]3[CH:17]=[CH:18][C:19]4[N:23]=[C:22]([CH:24]5[CH2:26][CH:25]5[C:27]([O:29]C)=[O:28])[N:21]([CH3:31])[C:20]=4[CH:32]=3)[C:12](=[O:33])[CH:11]=2)=[CH:6][CH:5]=1.CO.Cl>C1COCC1>[Cl:3][C:4]1[CH:35]=[CH:34][C:7]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]([C:16]3[CH:17]=[CH:18][C:19]4[N:23]=[C:22]([CH:24]5[CH2:26][CH:25]5[C:27]([OH:29])=[O:28])[N:21]([CH3:31])[C:20]=4[CH:32]=3)[C:12](=[O:33])[CH:11]=2)=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 121386252HCID 121386252, compound

Product 1

HCID 89691090HCID 89691090, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (1.811 ml) was added to a solution of methyl(1RS,2RS)-2-(6-(4-((4-chlorobenzyl)oxy)-2-oxopyridin-1 (2H)-yl)-1-methyl-1H-benzimidazol-2-yl)cyclopropanecarboxylate (280 mg) in THF (3 ml)-MeOH (3 ml) at room temperature. The mixture was neutralized with 1 M HCl at 0° C. and extracted with EtOAc and MeOH. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The resulting solid was washed with IPE and dried to give the title compound (220 mg) as a white solid.

Workup

  1. extractionextracted with EtOAc and MeOH
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. washThe resulting solid was washed with IPE
  7. customdried

Sources & evidence

ORD record
ord-8a1fe28ab8494f39b8c1ccee300afdd4
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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