Naphthalenesulfonamide → 2-ethyl-5,7-dimethyl-3-{4-[2-({[(1-naphthylsulfonyl)amino]carbonyl}amino)ethyl]phenyl}-3H-imidazo[4,5-b]pyridine

HRID 50427

Reaction equation

HRID 50427 reaction equation
[C:1]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)C=C[C:4]([S:7]([NH:10][C:11]([NH:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C:26]4=[N:27][C:28]([CH3:32])=[CH:29][C:30]([CH3:31])=[C:25]4[N:24]=[C:23]3[CH2:33][CH3:34])=[CH:18][CH:17]=2)=[O:12])(=[O:9])=[O:8])=[CH:3][CH:2]=1.C1(S(N)(=O)=O)C2C(=CC=CC=2)C=CC=1>>[CH2:33]([C:23]1[N:22]([C:19]2[CH:18]=[CH:17][C:16]([CH2:15][CH2:14][NH:13][C:11]([NH:10][S:7]([C:4]3[C:40]4[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=4)[CH:1]=[CH:2][CH:3]=3)(=[O:8])=[O:9])=[O:12])=[CH:21][CH:20]=2)[C:26]2=[N:27][C:28]([CH3:32])=[CH:29][C:30]([CH3:31])=[C:25]2[N:24]=1)[CH3:34]

Participants

3

Reactant 2

HCID 163571NaphthalenesulfonamideHCID 218756193-{4-[2-({[(4-biphenylsulfonyl)amino]carbonyl}amino)ethyl]phenyl}-2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridine

Product 1

HCID 218759822-ethyl-5,7-dimethyl-3-{4-[2-({[(1-naphthylsulfonyl)amino]carbonyl}amino)ethyl]phenyl}-3H-imidazo[4,5-b]pyridine

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 18 from phenyl 2-[4-(2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl]ethylcarbamate (step 1 of Example 18) and 1-naphtylsulfonamide (Arnswald, M.; Neumann, W. P. Chem. Ber., 1991, 124, 1997; Khorgami, M. H. Synthesis, 1972, 574).

Sources & evidence

ORD record
ord-a7d2b85622224ebf95f709ab570bc5cc
Source dataset
uspto-grants-2004_03
Patent number
US06710054B2

Linked notes

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