Methylamine → HCID 86682985, compound

HRID 1497144Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[C:7](OS(C(F)(F)F)(=O)=O)=[N:8][C:9]2[C:14]([C:15]=1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:23])=[CH:13][C:12]([Cl:24])=[CH:11][C:10]=2[F:25])=[O:5])[CH3:2].C1C=C[C:37]([N:40](S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O)=CC=1.CN>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([NH:40][CH3:37])=[N:8][C:9]2[C:14]([C:15]=1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:23])=[CH:13][C:12]([Cl:24])=[CH:11][C:10]=2[F:25])=[O:5])[CH3:2]

Participants

Reactant 3

HCID 6329Methylamine

HCID 142176Phenyl triflimide

HCID 86682986HCID 86682986, compound

Product 1

HCID 86682985HCID 86682985, compound

Procedure

The title compound was prepared in analogy to example 61 step D from a crude mixture of 6-chloro-4-(2-chloro-benzyl)-8-fluoro-2-trifluoromethanesulfonyloxy-quinoline-3-carboxylic acid ethyl ester and N-phenylbis(trifluoromethanesulfonimide) and methylamine. Off white solid. MS (ESI): 407 (M+H)+.

Sources & evidence

ORD record: ord-cd9346a405224533850422fc0d7cef5c
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199938B2

Reaction notes

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