(S)-1-(4-Chloro-3-(trifluoromethyl)phenyl)-N2,N2-dimethylethane-1,2-diamine → HCID 76072951, compound

HRID 59972Notes

Reaction equation

HRID 59972 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH2:13])[CH2:9][N:10]([CH3:12])[CH3:11])=[CH:4][C:3]=1[C:14]([F:17])([F:16])[F:15].O[C:19]1[C:20]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([NH2:31])=[O:30])[C:21]=2[N:22]=[N:23][N:24]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:13][C:19]2[C:20]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([NH2:31])=[O:30])[C:21]=3[N:22]=[N:23][N:24]=2)[CH2:9][N:10]([CH3:11])[CH3:12])=[CH:4][C:3]=1[C:14]([F:15])([F:16])[F:17]

Participants

3

Reactant 2

HCID 90190573(S)-1-(4-Chloro-3-(trifluoromethyl)phenyl)-N2,N2-dimethylethane-1,2-diamineHCID 1785136134-oxo-1H-1,2,3-benzotriazine-8-carboxamide

Product 1

HCID 76072951HCID 76072951, compound

Procedure

Compound 13 was prepared following general synthetic scheme 7 wherein (S)-1-(4-Chloro-3-(trifluoromethyl)phenyl)-N2,N2-dimethylethane-1,2-diamine was reacted with 4-hydroxybenzo[d][1,2,3]triazine-8-carboxamide to give the title compound. LC-MS [439 (M+1)], 1H NMR (400 MHz, DMSO-d6): δ 9.61 (brs, 1H), 9.23 (s, 1H), 9.17 (s, 1H), 8.58 (s, 2H), 8.19 (s, 1H), 8.08 (d, J=8.0 Hz, 2H), 7.92 (s, 1H), 7.78 (d, J=7.2 Hz, 1H), 6.34 (s, 1H), 3.83-3.63 (m, 2H), 2.91 (s, 6H).

Workup

  1. customCompound 13 was prepared

Sources & evidence

ORD record
ord-848d74e8112b40e790abe329c299441b
Source dataset
uspto-grants-2016_09
Patent number
US09440968B2

Reaction notes

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