HCID 60922454, compound → HCID 67481382, compound

HRID 472434Notes

Reaction equation

HRID 472434 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][CH2:13][C:14]1[CH:26]=[CH:25][CH:24]=[CH:23][C:15]=1[CH2:16][N:17]([CH3:22])[S:18]([CH3:21])(=[O:20])=[O:19]>>[Cl:11][C:9]1[N:10]=[C:3]2[C:2]([NH:12][CH2:13][C:14]3[CH:26]=[CH:25][CH:24]=[CH:23][C:15]=3[CH2:16][N:17]([CH3:22])[S:18]([CH3:21])(=[O:20])=[O:19])=[CH:7][CH:6]=[CH:5][N:4]2[N:8]=1

Participants

3

Reactant 2

HCID 60922454HCID 60922454, compoundHCID 674813708-Bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine

Product 1

HCID 67481382HCID 67481382, compound

Procedure

156 c) N-{2-[(2-Chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino)-methyl]-benzyl}-N-methyl-methanesulfonamide was prepared 8-bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine (500.0 mg, 2.151 mmol) and N-(2-aminomethyl-benzyl)-N-methyl-methanesulfonamide (540.0 mg, 2.365 mmol) in a manner analogous to Example 2d. 1H NMR (400 MHz, CDCl3, δ, ppm): 7.88 (d, J=6.7 Hz, 1H), 7.46-7.42 (m, 1H), 7.38-7.30 (m, 3H), 6.88 (t, J=7.6 Hz, 1H), 6.50 (d, J=7.9 Hz, 1H), 5.25-5.19 (m, 1H), 4.60 (d, J=5.5 Hz, 2H), 4.40 (s, 2H), 2.87 (s, 3H), 2.73 (s, 3H). MS=380 (MH)+.

Sources & evidence

ORD record
ord-f74b979f62b2416091c252dc9abf04a3
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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