N-(3-bromophenyl)-6-fluoropyrido[3,4-d]pyrimidin-4-amine → N-(3-bromophenyl)-6-methoxypyrido[3,4-d]pyrimidin-4-amine

HRID 50827Notes

Reaction equation

HRID 50827 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[NH:5][C:6]1[C:7]2[CH:15]=[C:14](F)[N:13]=[CH:12][C:8]=2[N:9]=[CH:10][N:11]=1.[CH3:20][O-:21].[Na+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[NH:5][C:6]1[C:7]2[CH:15]=[C:14]([O:21][CH3:20])[N:13]=[CH:12][C:8]=2[N:9]=[CH:10][N:11]=1

Participants

4

Reactant 2

HCID 5328260N-(3-bromophenyl)-6-fluoropyrido[3,4-d]pyrimidin-4-amineHCID 10942334Sodium Methoxide

Product 1

HCID 5328262N-(3-bromophenyl)-6-methoxypyrido[3,4-d]pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Treatment of 4-(3-bromoanilino)-6-fluoropyrido[3,4-d]pyrimidine (see a previous experimental) at 100° C. in a pressure vessel with sodium methoxide in methanol gives 4-(3-bromoanilino)-6-methoxypyrido[3,4-d]pyrimidine. 1H NMR (DMSO) δ 9.93 (1H, s), 8.94 (1H, s), 8.61 (1H, s), 8.26 (1H, brs), 7.94 (1H, brd, J=7.6 Hz), 7.88 (1H, s), 7.43-7.32 (2H, m), 4.01 (3H, s).

Workup

  1. customat 100° C.

Sources & evidence

ORD record
ord-a633152c181043fd86515a9e5188e89a
Source dataset
uspto-grants-2004_03
Patent number
US06713484B2

Reaction notes

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