Hydrochloric Acid → HCID 42613158, compound

HRID 2387831Notes

Reaction equation

HRID 2387831 reaction equation
Cl.[NH2:2][C:3]1[N:8]=[C:7]([NH:9][C@@H:10]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:11][CH2:12][OH:13])[C:6]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C:26]([OH:28])=[O:27])=[CH:21][C:20]=2[O:29][CH3:30])=[C:5]([CH3:31])[N:4]=1.[C:32]([O-])(O)=O.[Na+]>CO>[NH2:2][C:3]1[N:8]=[C:7]([NH:9][C@@H:10]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:11][CH2:12][OH:13])[C:6]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C:26]([O:28][CH3:32])=[O:27])=[CH:21][C:20]=2[O:29][CH3:30])=[C:5]([CH3:31])[N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium Bicarbonate2×HCID 68955250HCID 68955250, compound

Product 1

HCID 42613158HCID 42613158, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Concentrated HCl (1 mL) was added to a solution of the product from step (i) (0.1 g) in MeOH (2 mL). The mixture was heated at 70° C. for 2 h, poured into saturated aqueous NaHCO3 solution (10 mL) and the aqueous was adjusted to pH 7 by adding NaHCO3. The aqueous was extracted with EtOAc and the combined organic phase was dried, filtered and evaporated. The crude product was purified by RPHPLC to give the title compound, 0.018 g.

Workup

  1. extractionThe aqueous was extracted with EtOAc
  2. customthe combined organic phase was dried
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude product was purified by RPHPLC

Sources & evidence

ORD record
ord-7c0ba1f2ef2c4e41b83a4459223360e9
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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