HCID 57507630, compound → HCID 57507629, compound

HRID 59042Notes

Reaction equation

HRID 59042 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[N:15]([CH3:19])[C:16](=[O:18])[NH:17][C:10]=23)[CH:5]=[CH:4][C:3]=1[NH:20]C(=O)OC(C)(C)C>CCCC[N+](CCCC)(CCCC)CCCC.[F-].C1COCC1>[NH2:20][C:3]1[CH:4]=[CH:5][C:6]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[N:15]([CH3:19])[C:16](=[O:18])[NH:17][C:10]=23)=[CH:7][C:2]=1[F:1]

Participants

4

Reactant 1

HCID 57507630HCID 57507630, compound

Product 1

HCID 57507629HCID 57507629, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 2724141Tetrabutylammonium FluorideSolvent

Procedure

A solution of tert-butyl 2-fluoro-4-(3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenylcarbamate (2.18 g, 5.8 mmol) in 1 M TBAF in THF (41 mL) was refluxed overnight under an argon atmosphere. The solution was cooled and evaporated and water (20 mL) was added, upon which a precipitate formed. The precipitate was filtered, washed with water, and dried to give the title compound as an off-white solid.

Workup

  1. temperatureThe solution was cooled
  2. customevaporated
  3. additionwater (20 mL) was added, upon which a precipitate
  4. customformed
  5. filtrationThe precipitate was filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-d1395473e27546f0a1ad13144d070444
Source dataset
uspto-grants-2016_09
Patent number
US09439893B2

Reaction notes

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