2-(Bromomethyl)-5-(trifluoromethyl)pyridine → HCID 25027406, compound

HRID 238895Notes

Reaction equation

HRID 238895 reaction equation
C([O:5][C:6](=[O:23])[C:7]([NH:10][C:11]([C:13]1[CH:21]=[CH:20][C:16]2[S:17][CH:18]=[CH:19][C:15]=2[C:14]=1[OH:22])=[O:12])([CH3:9])[CH3:8])(C)(C)C.Br[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][N:27]=1>>[CH3:9][C:7]([NH:10][C:11]([C:13]1[CH:21]=[CH:20][C:16]2[S:17][CH:18]=[CH:19][C:15]=2[C:14]=1[O:22][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]([F:34])([F:33])[F:35])=[CH:28][N:27]=1)=[O:12])([CH3:8])[C:6]([OH:5])=[O:23]

Participants

3

Reactant 2

HCID 214410942-(Bromomethyl)-5-(trifluoromethyl)pyridineHCID 688411722-[(4-Hydroxy-benzo[b]thiophene-5-carbonyl)-amino]-2-methyl-propionic acid tert-butyl ester

Product 1

HCID 25027406HCID 25027406, compound

Procedure

2-Methyl-2-{[4-(5-trifluoromethyl-pyridin-2-ylmethoxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid was prepared in analogy to example 13 via a sequence of an alkylation reaction of 2-[(4-Hydroxy-benzo[b]thiophene-5-carbonyl)-amino]-2-methyl-propionic acid tert-butyl ester using 2-bromomethyl-5-trifluoromethyl-pyridine and an acidic hydrolysis of the amino acid ester to the free amino acid

Sources & evidence

ORD record
ord-79d31f90d77545f098bc5e308a3c01dd
Source dataset
uspto-grants-2014_02
Patent number
US08642643B2

Reaction notes

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