N-(2-aminoethyl)acetamide → N-[2-(2-chloro-5-iodopyrimidine-4-ylamino)ethyl]acetamide

HRID 1169729Notes

Reaction equation

HRID 1169729 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([I:9])=[CH:4][N:3]=1.[NH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:16])[CH3:15]>>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:16])[CH3:15])[C:5]([I:9])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 66082N-(2-aminoethyl)acetamideHCID 2634382,4-Dichloro-5-iodopyrimidine

Product 1

HCID 59550867N-[2-(2-chloro-5-iodopyrimidine-4-ylamino)ethyl]acetamideYield 71%

Procedure

In the reaction of 2,4-dichloro-5-iodopyrimidine (1.0 g, 3.6 mmol) with N-(2-aminoethyl)acetamide (e. g. ABCR, Aldrich) (0.42 mL, 3.9 mmol) according to procedure 2, the desired product is obtained in 71% yield (878 mg) after trituration of the crystals obtained with diethyl ether.

Sources & evidence

ORD record
ord-9b50b58ab8894daf9a8b50c2a62e9fc8
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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