(8aR)-Octahydropyrrolo(1,2-a)pyrazine → HCID 178422209, compound

HRID 579107Notes

Reaction equation

HRID 579107 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][N:12]([C:15]3[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[C:4]=1[F:25])#[N:2].[CH2:26]1[NH:31][CH2:30][CH2:29][N:28]2[CH2:32][CH2:33][CH2:34][C@H:27]12>>[F:25][C:4]1[C:5]([CH3:24])=[C:6]([C:9]2[CH:10]=[N:11][N:12]([C:15]3[CH:23]=[CH:22][C:18]([C:19]([N:31]4[CH2:30][CH2:29][N:28]5[CH2:32][CH2:33][CH2:34][C@@H:27]5[CH2:26]4)=[O:20])=[CH:17][N:16]=3)[C:13]=2[OH:14])[CH:7]=[CH:8][C:3]=1[C:1]#[N:2]

Participants

3

Reactant 2

HCID 7004239(8aR)-Octahydropyrrolo(1,2-a)pyrazineHCID 178422218HCID 178422218, compound

Product 1

HCID 178422209HCID 178422209, compound

Procedure

The title compound was prepared in a manner similar to Example 303 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)-octahydropyrrolo[1,2-a]pyrazine. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.08 (s, 4 H) 2.33 (d, J=2.53 Hz, 3 H) 2.81-4.24 (m, 9 H) 7.64 (br. s., 1 H) 7.75 (t, J=7.45 Hz, 1 H) 7.95-8.83 (m, 4 H). ESI-MS m/z [M+H]+ 447.3.

Sources & evidence

ORD record
ord-89a497e006ef48d8bcb063311794d510
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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