2,4,5-Trichloropyrimidine → 2-(2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-N-prop-2-ynyl-benzamide

Participants

Role	Name	HCID	Charge
Reactant	2,4,5-Trichloropyrimidine	HCID 237259	—
Reactant	2-amino-N-methyl-N-prop-2-ynyl-benzamide	HCID 15870220	—
Product	2-(2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-N-prop-2-ynyl-benzamide	HCID 86634027	—

Reaction Steps

2-(2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-N-prop-2-ynyl-benzamide was prepared from 2-amino-N-methyl-N-prop-2-ynyl-benzamide and 2,4,5-trichloro-pyrimidine in an analogous manner to Example 1387b. Product isolated as a yellow foam (958 mg, 12%). LCMS (m/e) 335 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 9.45 (s, 1H), 8.35 (d, 1H, J=8.3 Hz), 8.22 (s, 1H), 7.63-7.30 (m, 2H), 7.25-7.17 (m, 1H), 4.53-4.01 (m, 2H), 3.19 (s, 3H), 2.46-2.24 (m, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08552186B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-1661d8698f3d43f3a67a6005ad664c20
Source note	uspto-grants-2013_10