2-(3-Isocyanatophenoxy)-6-methylpyrazine → HCID 178430564, compound

HRID 2383459Notes

Reaction equation

HRID 2383459 reaction equation
FC(F)(F)C([O-])=O.[Br:8][C:9]1[C:21]2[C:20]3[CH2:19][CH2:18][NH2+:17][CH2:16][C:15]=3[CH:14]=[N:13][C:12]=2[NH:11][N:10]=1.[N:22]([C:25]1[CH:26]=[C:27]([CH:36]=[CH:37][CH:38]=1)[O:28][C:29]1[CH:34]=[N:33][CH:32]=[C:31]([CH3:35])[N:30]=1)=[C:23]=[O:24]>>[Br:8][C:9]1[C:21]2[C:20]3[CH2:19][CH2:18][N:17]([C:23]([NH:22][C:25]4[CH:38]=[CH:37][CH:36]=[C:27]([O:28][C:29]5[CH:34]=[N:33][CH:32]=[C:31]([CH3:35])[N:30]=5)[CH:26]=4)=[O:24])[CH2:16][C:15]=3[CH:14]=[N:13][C:12]=2[NH:11][N:10]=1

Participants

3

Reactant 2

HCID 242296782-(3-Isocyanatophenoxy)-6-methylpyrazineHCID 178419490HCID 178419490, compound

Product 1

HCID 178430564HCID 178430564, compound

Procedure

The compound, 1-bromo-N-{3-[(6-methylpyrazin-2-yl)oxy]phenyl}-3,6,8,9-tetrahydro-7H-pyrazolo[3,4-c][2,7]naphthyridine-7-carboxamide was prepared using 1-bromo-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7-ium 2,2,2-trifluoroacetate and 2-(3-isocyanatophenoxy)-6-methylpyrazine as described in general procedure M. Yellow solid; M.p.=221-223° C.; 400 MHz 1H NMR (DMSO-d6) δ: 13.96 (s, 1H), 8.87 (s, 1H), 8.40 (s, 1H), 8.28 (s, 1H), 8.27 (s, 1H), 7.4-7.26 (m, 3H), 6.79-6.74 (m, 1H), 4.76 (s, 2H), 3.82 (t, J=6 Hz, 2H), 3.37 (t, J=6 Hz, 2H), 2.35 (s, 3H); LCMS [M+H]: 479.9.

Sources & evidence

ORD record
ord-776acbb385724e29b9b300fb17827dd9
Source dataset
uspto-grants-2012_09
Patent number
US08263610B2

Reaction notes

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