P,P-Diphenylphosphinic azide → HCID 71533636, compound

HRID 1774817Notes

Reaction equation

HRID 1774817 reaction equation
[CH3:1][C:2]([C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]([CH3:23])[C:18](=[O:24])[CH2:17][CH2:16]3)[CH:12]=1)(C)[C:3](O)=O.C1(P([N:39]=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1>>[NH2:39][C:2]([C:7]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]([CH3:23])[C:18](=[O:24])[CH2:17][CH2:16]3)[CH:10]=[N:9][CH:8]=1)([CH3:3])[CH3:1]

Participants

3

Reactant 2

HCID 199401P,P-Diphenylphosphinic azideHCID 86679169HCID 86679169, compound

Product 1

HCID 71533636HCID 71533636, compound

Procedure

In analogy to the procedure described for the preparation of example 59 [D], 2-methyl-2-(5-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)pyridin-3-yl)propanoic acid (example 72 [C]) was reacted with diphenylphosphoryl azide in presence of TEA and then sodium trimethylsilanoate (1 M in THF) to give the title compound as a light brown amorphous solid. MS: 296.5 (M+H+).

Sources & evidence

ORD record
ord-3b3b8f476fd04dd88772b69fbb1363ba
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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