Hydrochloric Acid → HCID 86591952, compound

HRID 1294070Notes

Reaction equation

HRID 1294070 reaction equation
C(OC([NH:8][C:9]1[CH:29]=[CH:28][C:12]([O:13][C:14]2[CH:15]=[C:16]3[C:20](=[N:21][CH:22]=2)[NH:19][CH:18]([NH:23][C:24](=[O:27])[O:25][CH3:26])[NH:17]3)=[CH:11][CH:10]=1)=O)(C)(C)C.Cl>CO>[NH2:8][C:9]1[CH:29]=[CH:28][C:12]([O:13][C:14]2[CH:15]=[C:16]3[C:20]([NH:19][CH:18]([NH:23][C:24](=[O:27])[O:25][CH3:26])[NH:17]3)=[N:21][CH:22]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86591953HCID 86591953, compound

Product 1

HCID 86591952HCID 86591952, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedure described in Intermediate 9D gave methyl (5-(4-(tertbutoxycarbonyl)aminophenoxy)-3,7-diazaindolin-2-yl)carbamate. To a solution of methyl (5-(4-(tert-butoxycarbonyl)aminophenoxy)-3,7-diazaindolin-2-yl)carbamate (160.8 mg, 0.4 mmol) in methanol (10 mL) was added 2N HCl (aq) (10 mL) then stirred at room temperature overnight. The solution was removed by evaporation then the residue was extracted with ethyl acetate. The organic layer was washed with NaHCO3 (aq) and brine, dried over Na2SO4 then evaporated. The residual solid was washed with ethyl acetate then dried under reduced pressure to give the title compound (95.3 mg, 80%): MS m/e 300 (M+1).

Workup

  1. customThe solution was removed by evaporation
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe organic layer was washed with NaHCO3 (aq) and brine
  4. dry with materialdried over Na2SO4
  5. customthen evaporated
  6. washThe residual solid was washed with ethyl acetate
  7. customthen dried under reduced pressure

Sources & evidence

ORD record
ord-245ea4a5d8474006a3d0bffeb9a4edba
Source dataset
uspto-grants-2007_07
Patent number
US07238813B2

Reaction notes

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