Benzylamine → 6,7-Dihydro-4-methyl-7-(phenylmethyl)-5H-pyrrolo[2,3-d]pyrimidin-2-amine

HRID 2172535Notes

Reaction equation

HRID 2172535 reaction equation
Cl[C:2]1[C:7]([CH2:8][CH2:9]Cl)=[C:6]([CH3:11])[N:5]=[C:4]([NH2:12])[N:3]=1.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CC)CC)C>C(O)CCC>[CH2:13]([N:20]1[C:2]2[N:3]=[C:4]([NH2:12])[N:5]=[C:6]([CH3:11])[C:7]=2[CH2:8][CH2:9]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 10488479HCID 10488479, compound

Product 1

HCID 106100876,7-Dihydro-4-methyl-7-(phenylmethyl)-5H-pyrrolo[2,3-d]pyrimidin-2-amine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Thus, for example, J. Med. Chem. 2000, 43, 3837-3851 describes the cyclization of 4-chloro-5-(2-chloroethyl)-6-methylpyrimidine-2-amine with benzylamine in the presence of triethylamine and n-butanol to give 7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2-amine.

Sources & evidence

ORD record
ord-cac423f38cfe42119b193ab54d49dfd8
Source dataset
uspto-grants-2015_06
Patent number
US09055743B2

Reaction notes

Loading…