4-Methoxybenzylamine → 6-chloro-N4-(4-methoxy-benzyl)-pyrimidine-2,4,5-triamine

HRID 1246744Notes

Reaction equation

HRID 1246744 reaction equation
Cl[C:2]1[C:7]([NH2:8])=[C:6]([Cl:9])[N:5]=[C:4]([NH2:10])[N:3]=1.[NH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1>CCCCO>[Cl:9][C:6]1[N:5]=[C:4]([NH2:10])[N:3]=[C:2]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:7]=1[NH2:8]

Participants

4

Reactant 2

HCID 754524-MethoxybenzylamineHCID 3010392,5-Diamino-4,6-dichloropyrimidine

Product 1

HCID 860389476-chloro-N4-(4-methoxy-benzyl)-pyrimidine-2,4,5-triamine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 4,6-dichloro-pyrimidine-2,5-diamine and 1-aminomethyl-4-methoxybenzene was refluxed in n-BuOH for 15 h, following the general procedure 1. HPLC RT was 4.675 min. 1HNMR (CDCl3) δ 7.29–7.27 (d, 2H), 6.91–6.89 (d, 2H), 5.62 (br. t, 1H) 4.67 (s, 2H), 4.56–4.54 (d, 2H), 3.84 (s, 3H), 2.74 (s, 2H).

Sources & evidence

ORD record
ord-64d1b0ee118d4f67af581da81ba5131c
Source dataset
uspto-grants-2006_10
Patent number
US07129244B2

Reaction notes

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