Pyridine → tert-Butyl (5-{[(2-chloropyridin-3-yl)sulfonyl]amino}-2-methoxypyridin-3-yl)methylcarbamate

HRID 1772918Notes

Reaction equation

HRID 1772918 reaction equation
[Cl:1][C:2]1[C:7]([S:8](Cl)(=[O:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[C:12]([O:16][C:17](=[O:29])[NH:18][CH2:19][C:20]1[C:21]([O:27][CH3:28])=[N:22][CH:23]=[C:24]([NH2:26])[CH:25]=1)([CH3:15])([CH3:14])[CH3:13].N1C=CC=CC=1>C(Cl)Cl>[C:12]([O:16][C:17](=[O:29])[NH:18][CH2:19][C:20]1[C:21]([O:27][CH3:28])=[N:22][CH:23]=[C:24]([NH:26][S:8]([C:7]2[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][CH:6]=2)(=[O:10])=[O:9])[CH:25]=1)([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 1049PyridineHCID 102199682-Chloropyridine-3-sulfonyl chlorideHCID 131734691Tert-butyl(5-amino-2-methoxypyridin-3-yl)methylcarbamate

Product 1

HCID 131734699tert-Butyl (5-{[(2-chloropyridin-3-yl)sulfonyl]amino}-2-methoxypyridin-3-yl)methylcarbamateYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound (2.12 g, 4.94 mmol) was prepared from 2-chloropyridine-3-sulfonyl chloride (1.10 g, 5.20 mmol), tert-butyl(5-amino-2-methoxypyridin-3-yl)methylcarbamate (IntA34) (1.45 g, 5.72 mmol) and pyridine (1.26 mL, 15.6 mmol) in DCM (20 mL) at rt using the methods of (IntC1).

Sources & evidence

ORD record
ord-d856828085b54b71a22a72fefb1a1c87
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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