Sodium Methoxide → HCID 66712886, compound

HRID 523829Notes

Reaction equation

HRID 523829 reaction equation
C[O-].[Na+].[CH2:4]([O:8][C:9]([C:11]1[N:12]=[CH:13][C:14]2[C:19]([C:20]=1[S:21]C(=O)N(C)C)=[CH:18][CH:17]=[C:16]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH:15]=2)=[O:10])CCC>CO.O.Cl>[CH3:4][O:8][C:9]([C:11]1[N:12]=[CH:13][C:14]2[C:19]([C:20]=1[SH:21])=[CH:18][CH:17]=[C:16]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH:15]=2)=[O:10]

Participants

6

Reactant 2

HCID 10942334Sodium MethoxideHCID 86595465HCID 86595465, compound

Product 1

HCID 66712886HCID 66712886, compoundYield 91%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 6.5 ml of 0.5N sodium methoxide in methanol was added 460 mg of 4-dimethylcarbamoylsulfanyl-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester. The resultant solution was heated to 50-60° C. for 8 hours, cooled to room temperature, and diluted with 10 ml water and 7.0 ml 1N HCl. The resulting yellow precipitate was collected by filtering the solution through a (medium) porous buchner filter funnel to give 307 mg of product; MS (+) m/z 312.08 (M+1)

Workup

  1. customThe resulting yellow precipitate was collected
  2. filtrationby filtering the solution through a (medium) porous buchner
  3. filtrationfilter funnel

Sources & evidence

ORD record
ord-762dfc04dfb74b8596b051eeb5eea7ca
Source dataset
uspto-grants-2016_05
Patent number
US09339527B2

Reaction notes

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