Triethylamine → HCID 86647112, compound

HRID 2391651Notes

Reaction equation

HRID 2391651 reaction equation
[F:1][CH:2]([F:32])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]([O:12][C:13]1[CH:17]=[C:16]([N:18]2[C:26]3[CH:25]=[C:24]([CH2:27][OH:28])[N:23]=[CH:22][C:21]=3[N:20]=[CH:19]2)[S:15][C:14]=1[C:29]([NH2:31])=[O:30])[CH3:11].[CH3:33][S:34](Cl)(=[O:36])=[O:35].C(N(CC)CC)C>ClCCl>[CH3:33][S:34]([O:28][CH2:27][C:24]1[N:23]=[CH:22][C:21]2[N:20]=[CH:19][N:18]([C:16]3[S:15][C:14]([C:29](=[O:30])[NH2:31])=[C:13]([O:12][CH:10]([C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[O:3][CH:2]([F:1])[F:32])[CH3:11])[CH:17]=3)[C:26]=2[CH:25]=1)(=[O:36])=[O:35]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 86647107(1-[2-(difluoromethoxy)phenyl]ethoxy}-5-[6-(hydroxymethyl)-1H-imidazo[4,5-c]pyridin-1-yl]thiophene-2-carboxamide

Product 1

HCID 86647112HCID 86647112, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a similar manner as described for example 49 (step 1), 511 mg of 3-{(1-[2-(difluoromethoxy)phenyl]ethoxy}-5-[6-(hydroxymethyl)-1H-imidazo[4,5-c]pyridin-1-yl]thiophene-2-carboxamide, 252 mg of methanesulfonyl chloride, and 223 mg of triethylamine in 11 ml dichloromethane give [1-(5-carbamoyl-4-{1-[2-(difluoromethoxy)phenyl]ethoxy}-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-a00785824d7649958cb370b1b8f923a6
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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