Hydrochloric Acid → HCID 11186874, compound

HRID 2060516Notes

Reaction equation

HRID 2060516 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][NH:5][C:6]([C:8]1[N:9]=[C:10]([Cl:24])[C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7].Cl.C([O-])(O)=O.[Na+]>>[Cl:24][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:8]([C:6]([NH:5][CH2:4][C:3]([OH:25])=[O:2])=[O:7])[N:9]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 86014604HCID 86014604, compound

Product 1

HCID 11186874HCID 11186874, compoundYield 73.4%

Procedure

A mixture of [(1-chloro-4-phenyl-isoquinoline-3-carbonyl)-amino]-acetic acid methyl ester (50 mg, 0.14 mmol, Example D-74 b), and aqueous 6N HCl was stirred at ambient temperature for 11 days before the solution was neutralized by the addition of concentrated aqueous NaHCO3. The mixture was extracted with EtOAc (50 ml). The organic phase was dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (35 mg); MS-(+)-ion: M+1=341.0.

Workup

  1. extractionThe mixture was extracted with EtOAc (50 ml)
  2. dry with materialThe organic phase was dried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3c16295b660141efa2da1112c083948a
Source dataset
uspto-grants-2012_10
Patent number
US08278325B2

Reaction notes

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