Hydrochloric Acid → HCID 11164058, compound

HRID 1406248Notes

Reaction equation

HRID 1406248 reaction equation
C[O-].[Na+].CO[C:6]([C:8]1[N:9]=[CH:10][C:11]2[C:16]([C:17]=1[SH:18])=[CH:15][CH:14]=[C:13]([O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:12]=2)=[O:7].[NH2:26][CH2:27][C:28]([OH:30])=[O:29].Cl>CO>[SH:18][C:17]1[C:16]2[C:11](=[CH:12][C:13]([O:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:14][CH:15]=2)[CH:10]=[N:9][C:8]=1[C:6]([NH:26][CH2:27][C:28]([OH:30])=[O:29])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 750GlycineHCID 10942334Sodium MethoxideHCID 66712886HCID 66712886, compound

Product 1

HCID 11164058HCID 11164058, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
150 °C

Procedure

To a solution of 4.3 ml of 0.5 M sodium methoxide in methanol was added 75 mg of 4-mercapto-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester and 181 mg of glycine. The mixture was heated to 150° C. for 10 minutes using a CEM Discover microwave reactor (City, State). The resultant solution was cooled, and acidified with 1 N HCl solution to produce a yellow precipitate. The precipitate was collected by filtering the solution through a (medium) porous buchner filter funnel, and triturated with methanol to give 68 mg of product; MS (−): m/z 353.02 (M−1).

Workup

  1. customto produce a yellow precipitate
  2. customThe precipitate was collected
  3. filtrationby filtering the solution through a (medium) porous buchner
  4. filtrationfilter funnel
  5. customtriturated with methanol

Sources & evidence

ORD record
ord-3c196811cc0f4aa3b29aa03ca3a8e315
Source dataset
uspto-grants-2014_12
Patent number
US08916585B2

Reaction notes

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