6-Bromobenzo[b]thiophene-2-carbaldehyde → HCID 118230501, compound

HRID 629168Notes

Reaction equation

HRID 629168 reaction equation
Br[C:2]1[CH:12]=[CH:11][C:5]2[CH:6]=[C:7]([CH:9]=[O:10])[S:8][C:4]=2[CH:3]=1.[F:13][C:14]([F:22])([F:21])[CH2:15][CH2:16][B-](F)(F)F.[K+]>>[F:13][C:14]([F:22])([F:21])[CH2:15][CH2:16][C:2]1[CH:12]=[CH:11][C:5]2[CH:6]=[C:7]([CH:9]=[O:10])[S:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 568323096-Bromobenzo[b]thiophene-2-carbaldehydeHCID 56972906Potassium 3,3,3-trifluoropropane-1-trifluoroborate

Product 1

HCID 118230501HCID 118230501, compoundYield 80%

Procedure

The compound was synthesized as in Example 3.1 using 6-bromobenzothiophene-2-carbaldehyde (50 mg, 0.21 mmol) in place of 5-bromo-2-formylfuran and potassium (3,3,3-trifluoro)propyltrifluoroborate (63 mg, 0.31 mmol) in place of hexylboronic acid to give 6-(3,3,3-trifluoropropyl)benzothiophene-2-carbaldehyde (43 mg, 80%). Used without further characterization.

Sources & evidence

ORD record
ord-7c3f69e3c5f44175b15bd924c84fd03d
Source dataset
uspto-grants-2016_04
Patent number
US09315495B2

Reaction notes

Loading…