Selectfluor → HCID 16739136, compound

HRID 913248Notes

Reaction equation

HRID 913248 reaction equation
[C:1]([NH:4][C:5]1[CH:32]=[CH:31][C:8]([C:9]([NH:11][C:12]2[C:16]([NH:17]C(=O)OC(C)(C)C)=[CH:15][N:14]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[N:13]=2)=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[B-](F)(F)(F)[F:34].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(Cl)Cl.CN(C)C=O>[C:1]([NH:4][C:5]1[CH:32]=[CH:31][C:8]([C:9]([NH:11][C:12]2[C:16]([NH2:17])=[C:15]([F:34])[N:14]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[N:13]=2)=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 2724933SelectfluorHCID 90781951HCID 90781951, compound

Product 1

HCID 16739136HCID 16739136, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (3-{[4-(acetylamino)benzoyl]amino}-1-phenyl-1H-pyrazol-4-yl)carbamate (15 mg, 0.034 mmol) in methylene chloride (1 mL) and dimethylformamide (1 mL) was added selectfluor (24 mg, 0.069 mmol) and the resulting solution was stirred overnight at rt. The reaction was evaporated to dryness and purified by reverse phase LC to give the desired product as white solid. ESIMS calcd 454.18 (M++H), found 454.2 (M++H).

Workup

  1. customThe reaction was evaporated to dryness
  2. custompurified by reverse phase LC

Sources & evidence

ORD record
ord-f5fb87e7bc884b8dbd9a6006908cf576
Source dataset
uspto-grants-2011_09
Patent number
US08026260B2

Reaction notes

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