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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687267Generated: November 1, 2026

3-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amine → 2-{5-Chloro-2-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]-pyrimidin-4-ylamino}-5-methoxy-N-methyl-benzamide

https://huagongshe.com/reaction/1687267

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amineHCID 57416089—
Reactant2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-methoxy-N-methyl-benzamideHCID 86633897—
Product2-{5-Chloro-2-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]-pyrimidin-4-ylamino}-5-methoxy-N-methyl-benzamideHCID 66830233—

Reaction Steps

2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-methoxy-N-methyl-benzamide of Example 607 was reacted with 3-(2-Methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine, in a similar manner as Example 601b, to yield desired product 2-{5-Chloro-2-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino]-pyrimidin-4-ylamino}-5-methoxy-N-methyl-benzamide as a lyophylate (29%); 1H NMR (400 MHz, DMSO-d6) δ 11.22 (s, 1H), 9.71 (bs, 1H), 9.43 (s, 1H), 8.75 (bs, 1H), 8.54 (d, J=8.59 Hz, 1H), 8.18 (s, 1H), 7.53 (s, 1H), 7.42 (d, J=8.85 Hz, 1H), 7.32 (d, J=2.78 Hz, 1H), 7.12-7.06 (m, 2H), 3.83 (s, 3H), 3.8-3.6 (m, 6H), 3.45 (m, 2H), 3.34 (s, 3H), 3.25-2.9 (m, 4H), 2.9 (d, J=4.04 Hz, 3H); MS (m/e) 511.37 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-39b7a47d73c84ed6b80cf9f395aa1b46
Source noteuspto-grants-2012_04