Triphenylphosphine → HCID 66655062, compound

HRID 517747Notes

Reaction equation

HRID 517747 reaction equation
[C:1]([O:4][CH2:5][C:6]([NH:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[C:12]([C:19]#[N:20])=[CH:11][C:10]=1[CH3:21])=O)(=[O:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C[Si]([N:45]=[N+:46]=[N-:47])(C)C>O1CCCC1>[C:1]([O:4][CH2:5][C:6]1[N:8]([C:9]2[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[C:12]([C:19]#[N:20])=[CH:11][C:10]=2[CH3:21])[N:47]=[N:46][N:45]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 78378AzidotrimethylsilaneHCID 66654367HCID 66654367, compound2×

Product 1

HCID 66655062HCID 66655062, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-{[4-cyano-2-methyl-5-(trifluoromethyl)phenyl]amino}-2-oxoethyl acetate (Intermediate 61, 452 mg, 1.51 mmol) in tetrahydrofuran (10 mL) was added triphenylphosphine (790 mg, 3.01 mmol), di-isopropylazodicarboxylate (0.585 mL, 3.01 mmol) and trimethylsilylazide (0.400 mL, 3.01 mmol). The reaction was stirred at room temperature for 18 hours.

Sources & evidence

ORD record
ord-5ab4881e8acb4013a02782ba1466fdce
Source dataset
uspto-grants-2015_08
Patent number
US09115132B2

Reaction notes

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