Dimethylamine → HCID 86683011, compound

HRID 1497179Notes

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]([CH:24]([CH3:26])[CH3:25])[CH:19]=1)=[CH:15][C:14]([Cl:27])=[CH:13][CH:12]=2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:36][NH:37][CH3:38]>>[C:1]([O:5][C:6]([C:8]1[C:9]([N:37]([CH3:38])[CH3:36])=[N:10][C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH:24]([CH3:26])[CH3:25])[CH:19]=1)=[CH:15][C:14]([Cl:27])=[CH:13][CH:12]=2)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 86683008HCID 86683008, compound

Product 1

HCID 86683011HCID 86683011, compound

Procedure

The title compound was prepared in analogy to example 79 step A from 6-chloro-4-(3-isopropyl-phenyl)-2-trifluoromethanesulfonyloxy-quinoline-3-carboxylic acid tert-butyl ester (prepared as described in example 78 step C, 250 mg, 0.47 mmol) and dimethylamine (2M solution in THF, 2 ml, 2.36 mmol). Pale yellow solid (130 mg, 65%). LC-MS (ESI): 425 (M+H)+.

Sources & evidence

ORD record: ord-036e858317b847ce99b1142387e88a0e
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199938B2

Reaction notes

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