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

HRID 1772920Notes

Reaction equation

HRID 1772920 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:25]([O:26][CH3:27])=[CH:24][C:23]([NH2:28])=[CH:22][N:21]=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:25]([O:26][CH3:27])=[CH:24][C:23]([NH:28][S:8]([C:7]2[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][CH:6]=2)(=[O:10])=[O:9])=[CH:22][N:21]=1)([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 1049PyridineHCID 102199682-Chloropyridine-3-sulfonyl chlorideHCID 131734701Tert-butyl(5-amino-3-methoxypyridin-2-yl)methylcarbamate

Product 1

HCID 131734700tert-Butyl (5-{[(2-chloropyridin-3-yl)sulfonyl]amino}-3-methoxypyridin-2-yl)methylcarbamateYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound (2.21 g, 5.15 mmol) was prepared from 2-chloropyridine-3-sulfonyl chloride (1.10 g, 5.20 mmol), tert-butyl(5-amino-3-methoxypyridin-2-yl)methylcarbamate (IntC16) (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-66e84cdfd3eb44bfb7417be71d30799e
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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