Sodium Bicarbonate → HCID 10479635, compound

HRID 2218384Notes

Reaction equation

HRID 2218384 reaction equation
[Cl:1][C:2]1[C:3](Cl)=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1.[C:27]([O-:30])(O)=O.[Na+]>Br>[Cl:1][C:2]1[C:3]([NH:6][C:5]2[CH:4]=[CH:3][CH:2]=[CH:7][C:27]=2[OH:30])=[C:4]2[NH:10][C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)=[CH:13][CH:12]=3)=[N:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 178478272HCID 178478272, compound

Product 1

HCID 10479635HCID 10479635, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
110 °C

Procedure

6,7-Dichloro-2-[4-(2-morpholin-4-ylethoxy)phenyl]-3H-imidazo[4,5-b]pyridine (Example 206) (2:9 mg, 7.4 μmol) was dissolved in 48% aqueous HBr (1 ml) and heated at 110° C. for 3 h. whereupon the mixture was neutralized with saturated aqueous NaHCO3 and extracted with EtOAc (5 ml). The organic phase was washed with brine, dried (MgSO4) and evaporated to give a white powder (2.0 mg, 58%).

Workup

  1. extractionextracted with EtOAc (5 ml)
  2. washThe organic phase was washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-25525627228b49af80d6beb96186fd1f
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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