Triethylamine → 2-Chloro-6-methyl-4-(3,4-methylenedioxybenzylamino)thieno-[2,3-d]pyrimidine

HRID 367427Notes

Reaction equation

HRID 367427 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[C:9]([CH3:11])[S:8][C:6]=2[N:7]=1.[CH2:13]1[O:23][C:22]2[CH:21]=[CH:20][C:17]([CH2:18][NH2:19])=[CH:16][C:15]=2[O:14]1.C(N(CC)CC)C>ClCCl>[Cl:1][C:2]1[N:3]=[C:4]([NH:19][CH2:18][C:17]2[CH:20]=[CH:21][C:22]3[O:23][CH2:13][O:14][C:15]=3[CH:16]=2)[C:5]2[CH:10]=[C:9]([CH3:11])[S:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 111068472,4-Dichloro-6-methylthieno[2,3-D]pyrimidine

Product 1

HCID 109585612-Chloro-6-methyl-4-(3,4-methylenedioxybenzylamino)thieno-[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2,4-dichloro-6-methyl-thieno-[2,3-d]-pyrimidine (3.29 g) in dichloromethane (30 ml) is charged with 3,4-methylenedioxybenzylamine ("A") (3.02 g). Triethylamine (1.52 g) is added, and the mixture is stirred at room temperature. The solvent is removed, and the usual workup yields 2-chloro-6-methyl-4-(3,4-methylenedioxybenzylamino)-thieno-[2,3-d]-pyrimidine (3.38 g) Mp. 162° C.

Workup

  1. customThe solvent is removed

Sources & evidence

ORD record
ord-b84f985c588f4df4a7272decf2a3e86a
Source dataset
uspto-grants-2000_10
Patent number
US06133271

Reaction notes

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