5-(Furan-3-yl)-8-(piperazin-1-yl)-[1,2,4]-triazolo[4,3-a]pyrazine → 8-(4-Methylpiperazin-1-yl)-5-(thiophen-2-yl)imidazo[1,5-a]pyrazine

HRID 1045762Notes

Reaction equation

HRID 1045762 reaction equation
[N:1]1([C:7]2[C:8]3[N:9]([CH:18]=[N:19][CH:20]=3)[C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][N:12]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.O1C=CC(C2N3C=NN=C3C(N3CCNCC3)=NC=2)=[CH:22]1>>[CH3:22][N:4]1[CH2:5][CH2:6][N:1]([C:7]2[C:8]3[N:9]([CH:18]=[N:19][CH:20]=3)[C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][N:12]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 533910915-(Furan-3-yl)-8-(piperazin-1-yl)-[1,2,4]-triazolo[4,3-a]pyrazineHCID 533913638-(Piperazin-1-yl)-5-(thiophen-2-yl)imidazo[1,5-a]pyrazine

Product 1

HCID 533902378-(4-Methylpiperazin-1-yl)-5-(thiophen-2-yl)imidazo[1,5-a]pyrazine

Procedure

The title compound was prepared as described in Example 1 step 7, except that 8-(piperazin-1-yl)-5-(thiophen-2-yl)imidazo[1,5-a]pyrazine was substituted for 5-(furan-3-yl)-8-(piperazin-1-yl)-[1,2,4]-triazolo[4,3-a]pyrazine. 1H NMR (300 MHz, CDCl3) δ: 8.40 (s, 1H), 7.74 (s, 1H), 7.45 (dd, J=5.1, 1.2 Hz, 1H), 7.37 (dd, J=3.6, 1.2 Hz, 1H), 7.25 (s, 1H), 7.18 (dd, J=5.1, 3.6 Hz, 1H), 3.91 (t, J=5.1 Hz, 4H), 2.59 (t, J=5.1 Hz, 4H), 2.37 (s, 3H). MS m/z: 300 (M+H+).

Sources & evidence

ORD record
ord-94cda3c2f809485cbc75fac3e1b008f4
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

Loading…