Dichloromethane → [1-(5-carbamoyl-4-{[(2-chlorophenyl)propyl]oxy}-2-thienyl)-1H-imidazo[4,5-c]pyridin-6-yl]methyl methanesulfonate
Reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=C[C:3]=1[CH:8]([O:11][C:12]1[CH:16]=[C:15]([N:17]2[C:25]3[CH:24]=[C:23]([CH2:26][OH:27])[N:22]=[CH:21][C:20]=3[N:19]=[CH:18]2)[S:14][C:13]=1[C:28]([NH2:30])=[O:29])CC.[CH3:31][S:32](Cl)(=[O:34])=[O:33].[CH2:36](N(CC)CC)[CH3:37].Cl[CH2:44][Cl:45]>>[CH3:31][S:32]([O:27][CH2:26][C:23]1[N:22]=[CH:21][C:20]2[N:19]=[CH:18][N:17]([C:15]3[S:14][C:13]([C:28](=[O:29])[NH2:30])=[C:12]([O:11][CH2:8][CH2:3][CH2:2][C:7]4[CH:6]=[CH:5][CH:37]=[CH:36][C:44]=4[Cl:45])[CH:16]=3)[C:25]=2[CH:24]=1)(=[O:34])=[O:33]Participants
5
Reactant 4
Product 1
Procedure
In a similar manner as described for example 49 (step 1), 1 g of 3-{[1-(2-chlorophenyl)propyl]oxy}-5-[6-(hydroxymethyl)-1H-imidazo[4,5-c]pyridin-1-yl]thiophene-2-carboxamide, 517 mg of methanesulfonyl chloride, and 457 mg of triethylamine in 19 ml dichloromethane give [1-(5-carbamoyl-4-{[(2-chlorophenyl)propyl]oxy}-2-thienyl)-1H-imidazo[4,5-c]pyridin-6-yl]methyl methanesulfonate as crude material that is used for step 2 without further purification.
Sources & evidence
- ORD record
- ord-c8ab4544929547d9906703b34c96c1f1
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08273890B2
Reaction notes
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