6-Methoxy-3-pyridinylamine → HCID 90021835, compound

HRID 1772899Notes

Reaction equation

HRID 1772899 reaction equation
F[C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9](Cl)(=[O:11])=[O:10].[CH3:13][O:14][C:15]1[N:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1.[Cl:22][C:23]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:24]=1[CH2:25][NH2:26]>O1CCOCC1.CC#N>[Cl:22][C:23]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:24]=1[CH2:25][NH:26][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([NH:21][C:18]1[CH:19]=[N:20][C:15]([O:14][CH3:13])=[CH:16][CH:17]=1)(=[O:11])=[O:10]

Participants

6

Reactant 3

HCID 811216-Methoxy-3-pyridinylamineHCID 848332-Chloro-6-fluorobenzylamineHCID 218690652,3-Difluorobenzene-1-sulfonyl chloride

Product 1

HCID 90021835HCID 90021835, compoundYield 9.4%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound (139 mg, 0.32 mmol) was prepared in two steps from 2,3-difluorobenzenesulfonyl chloride (1.0 g, 4.7 mmol) and 6-methoxypyridin-3-amine (642 mg, 5.2 mmol) in 1,4-dioxane at 100° C.; followed by 2-chloro-6-fluorobenzyl amine (547 mg, 3.4 mmol) in MeCN (3 mL) at 180° C. in a Biotage Initiator microwave reactor using the methods of (IntB1).

Sources & evidence

ORD record
ord-091cccd48ce646e099af78d86748babc
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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