6-Methoxy-3-pyridinylamine → m-(Trifluoromethyl)benzamide

HRID 564376

Reaction equation

HRID 564376 reaction equation
COC1N=CC(N2CCC(N3CC[C@@H](NC(=O)C[NH:23][C:24](=[O:35])[C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=4)C3)CC2)=CC=1.COC1N=CC(N)=CC=1>>[F:32][C:31]([F:33])([F:34])[C:27]1[CH:26]=[C:25]([CH:30]=[CH:29][CH:28]=1)[C:24]([NH2:23])=[O:35]

Participants

3

Reactant 2

HCID 811216-Methoxy-3-pyridinylamineHCID 16722463N-[2-({(3R)-1-[1-(6-methoxypyridin-3-yl)piperidin-4-yl]pyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide

Product 1

HCID 74535m-(Trifluoromethyl)benzamide

Procedure

N-[2-({3R)-1-[1-(3-ethoxyphenyl)piperidin-4-yl]pyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide was synthesized in similar fashion to N-[2-({(3R)-1-[1-(6-methoxypyridin-3-yl)piperidin-4-yl]pyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide, substituting 3-ethoxyaniline for 6-methoxypyridin-3-amine. The crude product was purified by preparative HPLC. MS m/z: 519 (M+1).

Workup

  1. customThe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-6cd952fe66ec4153a64a02fbd3677703
Source dataset
uspto-grants-2011_11
Patent number
US08067457B2

Linked notes

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