HCID 22988007, compound → HCID 12109310, compound

HRID 429207Notes

Reaction equation

HRID 429207 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-8fc1d73424b8414ca7a6575bd7c5142c
Source dataset
uspto-grants-2001_11
Patent number
US06316464B1

Reaction notes

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