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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131418Generated: October 26, 2026

2-isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine → (S)-2-Isopropyl-11-[3-(2-methoxy-ethyl)-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepine

https://huagongshe.com/reaction/131418

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamineHCID 21093485—
Reactant(S)-2-(2-Methoxyethyl)piperazineHCID 55287560—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(S)-2-Isopropyl-11-[3-(2-methoxy-ethyl)-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepineHCID 1024908276.9%
ProductAmmonia methanolHCID 21705897—

Reaction Steps

Combine 2-Isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine (0.969 g, 3.85 mmol) and (S)-2-(2-methoxy-ethyl)-piperazine (0.556 g, 3.85 mmol) in NMP (7.0 mL) and heat at 200° C. for 4 hours. Cool to ambient temperature and dilute with water. Extract with ethyl acetate to give 1.51 g of the crude product. Silica gel chromatography, eluting with methylene chloride: 2N NH3/methanol (100:4), gives 0.560 g of the title compound as a tan solid: mp=158-160° C.; mass spectrum (ion spray): m/z=379 (M+1); Analysis for C23H30N4O(0.2H2O): calcd: C, 72.29; H, 8.02; N, 14.66; found: C, 72.20; H, 7.70; N, 14.60.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384934B2
Source datasetuspto-grants-2008_06
ORD IDord-f0efd4b5b683445b99098a110d165b32
Source noteuspto-grants-2008_06