Methanesulfonic Acid → HCID 11669704, compound

HRID 1988837Notes

Reaction equation

HRID 1988837 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH2:6]([N:13]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][C:20]=2[O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[C:15]([CH3:31])=[C:14]1[CH3:32])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(OCC)(=O)C>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH2:6]([N:13]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][C:20]=2[O:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=2)[C:15]([CH3:31])=[C:14]1[CH3:32])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 11504718HCID 11504718, compound

Product 1

HCID 11669704HCID 11669704, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The compound prepared in Example 54 (219 mg, 0.58 mmol) was treated with a saturated sodium bicarbonate solution to obtain 1-benzyl-7-(4-fluorobenzyloxy)-2,3-dimethyl-1H-pyrrolo[3,2-b]pyridine (200 mg, 0.55 mmol). Methanesulfonic acid (0.034 ml, 0.55 mmol) was added at room temperature to a solution of 1-benzyl-7-(4-fluorobenzyloxy)-2,3-dimethyl-1H-pyrrolo[3,2-b]pyridine (200 mg, 0.55 mmol) in 10 ml of ethyl acetate. The reaction mixture was stirred for 24 hours at the same temperature. The resulting solid was filtered to give the titled compound as a white solid (Yield: 89.7%).

Workup

  1. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-c86e37d9ee7c4720aed051d55d5f7bf1
Source dataset
uspto-grants-2010_01
Patent number
US07642269B2

Reaction notes

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