6-Methoxy-3-pyridinylamine → Benzamide

HRID 564379Notes

Reaction equation

HRID 564379 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(F)(F)F)[CH:26]=4)C3)CC2)=CC=1.CC1C(N)=C(C)ON=1.COC1N=CC(N)=CC=1>>[C:24]([NH2:23])(=[O:35])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 811216-Methoxy-3-pyridinylamineHCID 1820404-Amino-3,5-dimethylisoxazoleHCID 16722463N-[2-({(3R)-1-[1-(6-methoxypyridin-3-yl)piperidin-4-yl]pyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide

Product 1

HCID 2331Benzamide

Procedure

N-[2-({(3R)-1-[1-(3,5-dimethylisoxazol-4-yl)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, 3,5-dimethylisoxazol-4-amine was substituted for 6-methoxypyridin-3-amine. The crude product was purified by preparative HPLC. MS m/z: 494 (M+1).

Workup

  1. customThe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-f54452ff13634a7baafcedb835b4a4d3
Source dataset
uspto-grants-2011_11
Patent number
US08067457B2

Reaction notes

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