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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687402Generated: October 30, 2026

Morpholine → HCID 66830529, compound

https://huagongshe.com/reaction/1687402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantBenzene, 1-chloro-2-methyl-4-nitro-HCID 83315—
Reactant3-Methyl-4-morpholinoanilineHCID 10607787—
Reactant4-(2-Methyl-4-nitrophenyl)morpholineHCID 10799042—
ReactantHCID 86633929HCID 86633929—
ProductHCID 66830529HCID 66830529—

Reaction Steps

1-Chloro-2-methyl-4-nitro-benzene using Morpholine was converted in an analogous manner to Example 171b, to 4-(2-Methyl-4-nitro-phenyl)-morpholine which was converted in an analogous manner to Example 31f, to 3-Methyl-4-morpholin-4-yl-phenylamine, which was converted, in an analogous manner to Example 1d, to (2,5-Dichloro-pyrimidin-4-yl)-(3-methyl-4-morpholin-4-yl-phenyl)-amine which was converted to the title compound in an analogous manner to Example 61e using 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-N,N-dimethyl-acetamide. Product isolated as a white solid (0.041 g, 36%). MP: 252-256° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.04 (s, 2H), 7.57-7.53 (m, 1H), 7.48 (s, 1H), 7.24-7.21 (m, 1H), 7.03 (d, 1H, J=8.6 Hz), 6.91 (s, 1H), 6.61 (s, 1H), 3.89-3.85 (m, 4H), 3.85 (s, 3H), 3.26 (s, 2H), 3.13 (s, 3H), 2.94-2.89 (m, 4H), 2.89-2.83 (m, 2H), 2.76-2.60 (m, 6H), 2.31 (s, 3H). MS: 580.27 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-1d740e0c2a7f45f0929eeff862676152
Source noteuspto-grants-2012_04