Piconol → 3-(Pyrazin-2-yl)-6-(pyrid-2-yl)methyloxy-1,2,4-triazolo[3,4-a]phthalazine

HRID 1531795Notes

Reaction equation

HRID 1531795 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[N:12][N:13]=[C:14]([C:15]3[CH:20]=[N:19][CH:18]=[CH:17][N:16]=3)[N:4]2[N:3]=1.[N:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][OH:28]>>[N:16]1[CH:17]=[CH:18][N:19]=[CH:20][C:15]=1[C:14]1[N:4]2[N:3]=[C:2]([O:28][CH2:27][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][N:21]=3)[C:11]3[C:6]([C:5]2=[N:12][N:13]=1)=[CH:7][CH:8]=[CH:9][CH:10]=3

Participants

3

Reactant 2

HCID 11474PiconolHCID 183618416-Chloro-3-(pyrazin-2-yl)-1,2,4-triazolo[3,4-a]phthalazine

Product 1

HCID 183618293-(Pyrazin-2-yl)-6-(pyrid-2-yl)methyloxy-1,2,4-triazolo[3,4-a]phthalazine

Procedure

The title-compound was prepared from 6-chloro-3-(pyrazin-2-yl)-1,2,4-triazolo[3,4-a]phthalazine and 2-pyridylcarbinol using the procedure given for Example 98, 1H NMR (360 MHz, CDCl3) δ 5.77 (2H, s, CH2), 7.40 (1H, t, J=6.6 Hz, Ar—H), 7.71 (1H, d, J=7.8 Hz, Ar—H), 7.95-8.00 (2H, m, 2 of Ar—H), 8.08 (1H, t, J=7.6 Hz, Ar—H), 8.40 (1H, d, J=8.0 Hz, Ar—H), 8.70 (2H, m, 2 of Ar—H), 8.78 (1H, m, Ar—H), 8.88 (1H, s, Ar—H), 9.58 (1H, s, Ar—H); MS (ES30) m/e 356 [MH]+.

Sources & evidence

ORD record
ord-d89ecdd53bf2441591ce997d1d416216
Source dataset
uspto-grants-2001_03
Patent number
US06200975B1

Reaction notes

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