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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51580Generated: October 25, 2026

Reserpine → HCID 178480941, compound

https://huagongshe.com/reaction/51580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantReserpineHCID 5770—
Reactant2-(3-Fluoro-4-phenoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 22736295—
ReactantHCID 178480939HCID 178480939—
ReactantHCID 178480946HCID 178480946—
SolventAcetonitrileHCID 6342—
ProductHCID 178480941HCID 17848094185%

Reaction Steps

The title compound was prepared in an 85% yield from trans-4-chloro-5-iodo-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidine and 2-(3-fluoro-4-phenoxyphenyl)-4,4,5,5-tetrametyl-1,3,2-dioxaborolane in a similar manner to that described for the preparation of trans-5-(4-chloro-7-(4-(4-methylpiperazino)cyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-phenoxybenzonitrile: 1H NMR (DMSO-d6, 400 MHz) δ 8.67 (s, 1H), 8.07(s, 1H), 7.58 (d, 1H), 7.41(m, 3H), 7.22(m, 1H), 7.16(m, 1H), 7.04(d, 2H), 4.70(m, 1H), 2.2-2.6 (m, 9H), 2.16(s, 3H), 1.94-2.03(m, 6H), 1.48(m, 2H); MS MH+520.3; RP-HPLC (Hypersil HS, 5 μm, 100 A 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 9.45 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713474B2
Source datasetuspto-grants-2004_03
ORD IDord-5225ef6536224bf48b1900a5b93b61ef
Source noteuspto-grants-2004_03