Piperazin-2-one → HCID 90314145, compound

HRID 1524016Notes

Reaction equation

HRID 1524016 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([C:20]([OH:22])=O)=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][C:9]=2[F:23])=[CH:4][N:3]=1.[NH:24]1[CH2:29][CH2:28][NH:27][CH2:26][C:25]1=[O:30]>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:20]([N:27]3[CH2:28][CH2:29][NH:24][C:25](=[O:30])[CH2:26]3)=[O:22])=[CH:10][C:9]=2[F:23])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 231360Piperazin-2-oneHCID 90313349HCID 90313349, compound

Product 1

HCID 90314145HCID 90314145, compound

Procedure

The title compound was prepared using methods analogous to those described in Step C of Example 504 using 4′-(2-aminopyrazin-5-yl)-3′-fluoro-[1,1′-biphenyl]-2-carboxylic acid and piperazin-2-one. MS (ESI): mass calcd. for C21H18FN5O2, 391.14; m/z found, 392.1 [M+H]+. 1H NMR (400 MHz, CDCl3) Complex due to the presence of multiple conformations on the NMR time-scale, peaks listed for identification purposes only: δ 8.58-8.55 (m), 8.50-8.40 (m), 8.10 (d, J=1.5), 8.04-7.98 (m), 7.56-7.41 (m), 7.37-7.27 (m), 6.75 (s), 6.43 (s), 5.06 (s), 4.83 (s), 4.45 (d, J=19.2), 4.05-3.95 (m), 3.72-3.46 (m), 3.27 (s), 3.14 (s), 2.97 (s), 2.67 (s).

Sources & evidence

ORD record
ord-13fe906723f64f33a04e11c970bf18f8
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

Loading…