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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1041074Generated: October 31, 2026

(2,5-Dichloropyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine → 5-chloro-N2-(3-(2,2-difluoroethyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)-N4-(2-methoxy-4-morpholinophenyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1041074

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,5-Dichloropyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amineHCID 86633851—
Reactant3-(2,2-Difluoro-ethyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamineHCID 86633923—
Product5-chloro-N2-(3-(2,2-difluoroethyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)-N4-(2-methoxy-4-morpholinophenyl)pyrimidine-2,4-diamineHCID 53325211—

Reaction Steps

The title compound was prepared from 3-(2,2-Difluoro-ethyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine and (2,5-Dichloro-pyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine in an analogous manner to Example 61e. Product isolated as a pale yellow solid (0.0585 g, 52%). MP: 219° C. (dec.). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.27-8.22 (m, 1H), 8.13-8.10 (m, 1H), 8.02 (d, 1H, J=1.3 Hz), 7.53 (s, 1H), 7.43 (s, 1H), 6.63 (s, 1H), 6.56-6.53 (m, 1H), 6.52-6.47 (m, 1H), 6.07-5.75 (m, 1H), 3.92 (s, 3H), 3.91-3.87 (m, 4H), 3.86 (s, 3H), 3.18-3.12 (m, 4H), 2.97-2.75 (m, 10H). MS: 575 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552186B2
Source datasetuspto-grants-2013_10
ORD IDord-496d7625f2804cb4880c17f102eba6e9
Source noteuspto-grants-2013_10