HCID 22988007, compound → HCID 12109310, compound

HRID 1017672Notes

Reaction equation

HRID 1017672 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[N:12][CH:13]=[CH:14][C:15]=2[S:17][CH3:18])[C:10]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=[C:9]1[C:26]1[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=1)=O)(C)(C)C>CS(C)=O>[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:10]2[C:11]3=[N:12][CH:13]=[CH:14][C:15]([S:17][CH3:18])=[C:16]3[NH:8][C:9]=2[C:26]2[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=2)=[CH:20][CH:21]=1

Participants

3

Reactant 1

HCID 22988007HCID 22988007, compound

Product 1

HCID 12109310HCID 12109310, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
73 °C

Procedure

1-Tert-butoxycarbonyl-3-(4-fluorophenyl)-7-methylthio-2-(pyridin-4-yl)-pyrrolo[3,2-b]pyridine (29 mg, 0.064 mmol was dissolved in dimethylsulfoxide (1 ml) and the solution was heated to 73° C. After 20 h, the solution was cooled and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give 3-(4-fluorophenyl)-7-methylthio-2-(pyridin-4-yl)-pyrrolo[3,2-b]pyridine.

Workup

  1. temperaturethe solution was cooled
  2. custompartitioned between ethyl acetate and water
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5be4866c3116435eb63bb6e0b8249e88
Source dataset
uspto-grants-2002_11
Patent number
US06479507B2

Reaction notes

Loading…