4-Iodo-2-methoxynicotinaldehyde → HCID 84651909, compound

HRID 931355Notes

Reaction equation

HRID 931355 reaction equation
IC1C=CN=C(OC)C=1C=O.[CH3:12][O:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[N:21][CH:22]=2)[CH:17]=[CH:16][N:15]=1>C(O)(=O)C>[CH3:12][O:13][C:14]1[N:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[CH2:22][NH:21][CH2:20][CH2:19]2

Participants

4

Reactant 2

HCID 100383814-Iodo-2-methoxynicotinaldehydeHCID 117678403HCID 117678403, compound

Product 1

HCID 84651909HCID 84651909, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-Iodo-2-methoxypyridine-3-carbaldehyde was converted to 1-methoxy-2,7-naphthyridine using the methods described by A. Numata et al., Synthesis 1999, 306-311. Subsequent hydrogenation in acetic acid, under platinum(IV) oxide catalysis, afforded the requisite 8-methoxy-1,2,3,4-tetrahydro-2,7-naphthyridine.

Workup

  1. customNumata et al., Synthesis 1999, 306-311

Sources & evidence

ORD record
ord-6b797873e968486ca277dd3c104ec394
Source dataset
uspto-grants-2016_03
Patent number
US09296761B2

Reaction notes

Loading…