2,2-Difluoroethanamine → 2-((2,2-Difluoropropyl)amino)quinoline-7-carboxylic acid

HRID 881005Notes

Reaction equation

HRID 881005 reaction equation
[F:1][C:2]([F:19])(F)[CH2:3][NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][C:9]([C:15]([OH:17])=[O:16])=[CH:10][CH:11]=2)[N:6]=1.F[CH:21](F)CN>>[F:1][C:2]([F:19])([CH3:21])[CH2:3][NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][C:9]([C:15]([OH:17])=[O:16])=[CH:10][CH:11]=2)[N:6]=1

Participants

3

Reactant 2

HCID 1362742,2-DifluoroethanamineHCID 674915972-((2,2,2-Trifluoroethyl)amino)quinoline-7-carboxylic acid

Product 1

HCID 674916022-((2,2-Difluoropropyl)amino)quinoline-7-carboxylic acid

Procedure

The title compound was prepared by a method analogous to that described for Intermediate 44, using 2,2-difluoroethylamine instead of 2,2,2-trifluoroethylamine. +ESI (M+H) 267.2; 1H NMR (400 MHz, DMSO-d6, δ): 1.63 (t, J=19.02 Hz, 3H) 3.89-3.99 (m, 2H) 6.97 (d, J=8.97 Hz, 1H) 7.54 (t, 1H) 7.62-7.68 (m, 1H) 7.71 (d, J=8.19 Hz, 1H) 7.96 (d, J=9.10 Hz, 1H) 8.06-8.09 (m, 1H) 12.95 (bs, 1H).

Sources & evidence

ORD record
ord-781cfa86d73641d5801f76047c94ac9b
Source dataset
uspto-grants-2015_03
Patent number
US08993586B2

Reaction notes

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