Hydrochloric Acid → HCID 178510360, compound

HRID 1896545Notes

Reaction equation

HRID 1896545 reaction equation
Br[C:2]1[C:3]2[S:11][C:10]3[CH:12]=[C:13]([C:16]([F:19])([F:18])[F:17])[CH:14]=[CH:15][C:9]=3[C:4]=2[C:5]([OH:8])=[N:6][CH:7]=1.[C:20]([Cu])#[N:21].Cl>CN(C=O)C.CN1C(=O)CCC1>[OH:8][C:5]1[C:4]2[C:9]3[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:10]=3[S:11][C:3]=2[C:2]([C:20]#[N:21])=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 178418546HCID 178418546, compoundHCID 178517587HCID 178517587, compound

Product 1

HCID 178510360HCID 178510360, compound

Reagents, catalysts & solvents 1

HCID 22708839N,N-dimethylformamide 1-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
150 °C

Procedure

A solution of 4-bromo-7-(trifluoromethyl)[1]benzothieno[3,2-c]pyridin-1-ol in a 4:1 mixture of DMF/NMP (0.9 M) in the presence of CuCN (2.5 equiv) was heated in a microwave reactor at 150° C. for 25 min. The reaction was poured into 0.1 N HCl and the title product filtered as a solid.

Workup

  1. filtrationthe title product filtered as a solid

Sources & evidence

ORD record
ord-123c10c707a04ef59dc36adc1cefa135
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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