HCID 67479046, compound → HCID 67479350, compound

HRID 472496Notes

Reaction equation

HRID 472496 reaction equation
Br[C:2]1[C:3]2[N:4]([N:8]=[C:9]([Cl:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[NH2:12][CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]([CH3:26])[S:22]([CH3:25])(=[O:24])=[O:23])[CH3:14]>>[Cl:11][C:9]1[N:10]=[C:3]2[C:2]([NH:12][CH:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:21]([CH3:26])[S:22]([CH3:25])(=[O:24])=[O:23])[CH3:14])=[CH:7][CH:6]=[CH:5][N:4]2[N:8]=1

Participants

3

Reactant 2

HCID 67479046HCID 67479046, compoundHCID 674813708-Bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine

Product 1

HCID 67479350HCID 67479350, compound

Procedure

N-{2-[1-(2-Chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino)-ethyl]-phenyl}-N-methyl-methanesulfonamide was prepared from 8-bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine (350.0 mg, 1.506 mmol) and N-[2-(1-amino-ethyl)-phenyl]-N-methyl-methanesulfonamide (380.0 mg, 1.664 mmol) in a manner analogous to Example 2d. Product isolated as a yellow foam (0.315 g, 55%). 1H NMR (400 MHz, CDCl3, δ, ppm): 7.83-7.79 (m, 1H), 7.62-7.25 (m, 4H), 6.85-6.71 (m, 1H), 6.61-6.43 (m, 1H), 5.42-6.13 (m, 2H), 3.35-3.26 (m, 3H), 3.08-3.00 (m, 3H), 1.70-1.53 (m, 3H). MS=402 (M+Na)+.

Sources & evidence

ORD record
ord-6ec8ae2b0d6046aaa89d63bd259e7416
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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