Dimethylamine → HCID 86683037, compound

HRID 1497214Notes

Reaction equation

[C:1]([O:5][C:6]([C:8]1[C:9](OS(C(F)(F)F)(=O)=O)=[N:10][C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)=[CH:15][C:14]([Cl:25])=[CH:13][CH:12]=2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:34][NH:35][CH3:36]>>[C:1]([O:5][C:6]([C:8]1[C:9]([N:35]([CH3:36])[CH3:34])=[N:10][C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)=[CH:15][C:14]([Cl:25])=[CH:13][CH:12]=2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 86683033HCID 86683033, compound

Product 1

HCID 86683037HCID 86683037, compound

Procedure

The title compound was prepared in analogy to example 91 step D from 6-chloro-4-(3-chloro-phenyl)-2-trifluoromethanesulfonyloxy-quinoline-3-carboxylic acid tert-butyl ester (prepared as described in example 91 step C, 150 mg, 0.29 mmol) and dimethylamine (2M solution in THF, 1 ml, 2 mmol). Pale yellow solid (85 mg, 71%). LC-MS (ESI): 417 (M+H)+.

Sources & evidence

ORD record: ord-82684c56ea794827963b58512f6e2abf
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199938B2

Reaction notes

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