Dimethylamine → 4-N-(3-bromophenyl)-6-N,6-N-dimethylpyrido[3,4-d]pyrimidine-4,6-diamine

HRID 2256168Notes

Reaction equation

HRID 2256168 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][NH:21][CH3:22]>C(O)C>[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]([N:21]([CH3:22])[CH3:20])[N:13]=[CH:12][C:8]=2[N:9]=[CH:10][N:11]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 5328260N-(3-bromophenyl)-6-fluoropyrido[3,4-d]pyrimidin-4-amine

Product 1

HCID 53282614-N-(3-bromophenyl)-6-N,6-N-dimethylpyrido[3,4-d]pyrimidine-4,6-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Treatment of 4-(3-bromoanilino)-6-fluoropyrido[3,4-d]pyrimidine (see a previous experimental) at 100° C. in a pressure vessel with dimethylamine in ethanol gives 4-(3-bromoanilino)-6-dimethylaminopyrido[3,4-d]pyrimidine. 1H NMR (DMSO) δ 9.71 (1H, s), 8.83 (1H, s), 8.43 (1H, s), 8.21 (1H, brs), 7.94 (1H, brd, J=7.5 Hz), 7.42-7.29 (2H, m), 7.26 (1H, s), 3.17 (6H, s).

Workup

  1. customat 100° C.

Sources & evidence

ORD record
ord-539b095f9eb74ebbb151abe58ceeb131
Source dataset
uspto-grants-1997_08
Patent number
US05654307

Reaction notes

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