Dimethylformamide → HCID 68765021, compound

HRID 2391700Notes

Reaction equation

Br[CH2:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]#[N:6].[OH:11][C:12]1[CH:16]=[C:15]([N:17]2[C:21]3[CH:22]=NC=[CH:25][C:20]=3[N:19]=[CH:18]2)[S:14][C:13]=1[C:26]([O:28][CH3:29])=[O:27].C(=O)([O-])[O-].[K+].[K+].[CH3:36][N:37](C=O)C>>[C:5]([C:4]1[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=1[CH2:2][O:11][C:12]1[CH:16]=[C:15]([N:17]2[C:21]3[CH:22]=[CH:36][N:37]=[CH:25][C:20]=3[N:19]=[CH:18]2)[S:14][C:13]=1[C:26]([O:28][CH3:29])=[O:27])#[N:6]

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 11430Potassium Carbonate

HCID 895992-(Bromomethyl)benzonitrile

HCID 68765327methyl 3-hydroxy-5-(3H-imidazo[4,5-c]pyridin-3-yl)thiophene-2-carboxylate

Product 1

HCID 68765021HCID 68765021, compound

Procedure

In a similar manner as described for example B18, 171.7 mg of 2-(bromomethyl)benzonitrile, 200 mg of methyl 3-hydroxy-5-(3H-imidazo[4,5-c]pyridin-3-yl)thiophene-2-carboxylate, 110.9 mg of potassium carbonate in 6 ml anhydrous DMF yield the title compound.

Sources & evidence

ORD record: ord-5952a9b3e6ed4aed97c7c22180cf9572
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273890B2

Reaction notes

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