Trifluoroacetic acid → (2',5-Dimethyl-3,4'-bipyridin-6-yl)methanamine

HRID 711274Notes

Reaction equation

HRID 711274 reaction equation
COC1C=C(OC)C=CC=1C[NH:6][CH2:7][C:8]1[N:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=2)=[CH:10][C:9]=1[CH3:21].FC(F)(F)C(O)=O>>[CH3:20][C:16]1[CH:15]=[C:14]([C:11]2[CH:12]=[N:13][C:8]([CH2:7][NH2:6])=[C:9]([CH3:21])[CH:10]=2)[CH:19]=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67208701N-(2,4-dimethoxybenzyl)-1-(2',5-dimethyl-3,4'-bipyridin-6-yl)methanamine

Product 1

HCID 67208705(2',5-Dimethyl-3,4'-bipyridin-6-yl)methanamine

Procedure

To the reaction vessel containing N-(2,4-dimethoxybenzyl)-1-(2′,5-dimethyl-3,4′-bipyridin-6-yl)methanamine 81-4 (0.54 g, 1.5 mmol) was added trifluoroacetic acid (2 mL). The reaction was stirred at room temperature for 2 hours. TFA was removed by rotary evaporation to give crude (2′,5-dimethyl-3,4′-bipyridin-6-yl)methanamine 81-5. MS m/z 214.2 (M+1).

Workup

  1. customTFA was removed by rotary evaporation

Sources & evidence

ORD record
ord-fca9816e122f4deeb6e8ba457a926f37
Source dataset
uspto-grants-2015_11
Patent number
US09181235B2

Reaction notes

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