Pyrrolidine → 4-Chloro-2,6-di(pyrrolidin-1-yl)pyrimidine

HRID 483598Notes

Reaction equation

HRID 483598 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>>[N:10]1([C:2]2[N:3]=[C:4]([N:10]3[CH2:14][CH2:13][CH2:12][CH2:11]3)[CH:5]=[C:6]([Cl:8])[N:7]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 773782,4,6-Trichloropyrimidine

Product 1

HCID 7036994-Chloro-2,6-di(pyrrolidin-1-yl)pyrimidineYield 74%

Procedure

U.S. Pat. No. 4,996,318 discloses that treatment of 2,4,6-trichloropyrimidine (I) with pyrrolidine (II) at 20°-25° for 4 hrs gives 2,4-di(1-pyrrolidinyl)-6-chloropyrimidine (III) in 74.0% yield. The yield of 4,6-di(1-pyrrolidinyl)-2-chloropyrimidine (IV) was not disclosed.

Sources & evidence

ORD record
ord-35b0a6fdbeea4eea93e69a08e797f881
Source dataset
uspto-grants-1993_07
Patent number
US05225555

Reaction notes

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