Ethyl bromopyruvate → HCID 59299000, compound

HRID 2234844Notes

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.[CH2:10]([O:12][C:13](=[O:18])[C:14](=O)[CH2:15]Br)[CH3:11]>>[CH2:10]([O:12][C:13]([C:14]1[N:8]=[C:6]2[CH:5]=[C:4]([Cl:9])[N:3]=[C:2]([Cl:1])[N:7]2[CH:15]=1)=[O:18])[CH3:11]

Participants

Reactant 2

HCID 66144Ethyl bromopyruvate

HCID 823874-Pyrimidinamine, 2,6-dichloro-

Product 1

HCID 59299000HCID 59299000, compound

Procedure

2,6-Dichloro-pyrimidin-4-ylamine and 3-bromo-2-oxo-propionic acid ethyl ester were reacted to provide 5,7-dichloro-imidazo[1,2-c]pyrimidine-2-carboxylic acid ethyl ester. The title compound was prepared from 5,7-dichloro-imidazo[1,2-c]pyrimidine-2-carboxylic acid ethyl ester and 5-methyl-1H-pyrazol-3-ylamine according to the procedure described in Scheme 7. 1H NMR (400 MHz, DMSO) 10.81 (s, 1H) 9.10 (s, 1H) 7.10 (s, 1H) 6.48 (s, 1H) 4.37 (q, J=7.2 Hz 2H) 2.28 (s, 3H) 1.33 (t, J=7.2 Hz, 3H). [M+H] calc'd for C13 H14ClN6O2, 321; found, 321.

Sources & evidence

ORD record: ord-c2a82cdcc6e1403fafc44cb1ae15d8b6
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07713973B2

Reaction notes

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