Hydrochloric Acid → HCID 42613158, compound

HRID 1617177Notes

Reaction equation

HRID 1617177 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-ced722b34d3643bfa09dfc3e5418de7a
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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