HCID 59152335, compound → HCID 53345019, compound

HRID 1397464Notes

Reaction equation

HRID 1397464 reaction equation
[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:14][NH2:15])[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]2)[CH:2]=1.[F:22][C:23]([F:39])([F:38])[C:24]1[O:28][N:27]=[C:26]([C:29]2[CH:30]=[N:31][CH:32]=[C:33]([CH:37]=2)[C:34](O)=[O:35])[N:25]=1>>[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:14][NH:15][C:34](=[O:35])[C:33]3[CH:37]=[C:29]([C:26]4[N:25]=[C:24]([C:23]([F:39])([F:38])[F:22])[O:28][N:27]=4)[CH:30]=[N:31][CH:32]=3)[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12]2)[CH:2]=1

Participants

3

Reactant 2

HCID 59152335HCID 59152335, compoundHCID 673242165-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid

Product 1

HCID 53345019HCID 53345019, compoundYield 30%

Procedure

This compound was synthesized from (4-([1,1′-biphenyl]-3-yl)-1-methylpiperidin-4-yl)methanamine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (60 mg, yield 30%) as an off white solid. 1H NMR (400 MHz, MeOD) δ 9.32 (d, J=2.0 Hz, 1H), 9.01 (d, J=2.0 Hz, 1H), 8.68-8.67 (t, J=2.0 Hz, 1H), 7.65 (m, 1H), 7.57-7.55 (m, 2H), 7.50-7.47 (m, 3H), 7.40-7.36 (t, J=7.4 Hz, 2H), 7.31-7.28 (m, 1H), 3.62 (m, 2H), 2.79-2.76 (m, 2H), 2.44-2.31 (m, 4H), 2.24 (m, 3H), 2.11-2.05 (m, 2H). MS (ESI) m/z: Calculated for C23H26F3N5O2: 521.20. found: 522.2 (M+H)+.

Sources & evidence

ORD record
ord-26f96c3ed81e430bafedecd866bb7ebf
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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