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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541674Generated: October 31, 2026

2-Fluorophenyl isocyanate → 4-(2-{[6-Chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]amino}-2-oxoethyl)-N-(2-fluorophenyl)piperidine-1-carboxamide bis(trifluoroacetate)

https://huagongshe.com/reaction/541674

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluorophenyl isocyanateHCID 85588—
ReactantN-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]-2-piperidin-4-ylacetamide tris(trifluoroacetate)HCID 86636131—
Product4-(2-{[6-Chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]amino}-2-oxoethyl)-N-(2-fluorophenyl)piperidine-1-carboxamide bis(trifluoroacetate)HCID 8663619551%

Reaction Steps

The desired compound was prepared according to the procedure of Example A9, step H using N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]-2-piperidin-4-ylacetamide tris(trifluoroacetate) and 1-fluoro-2-isocyanatobenzene as starting materials in 51% yield. 1H NMR (300 MHz, DMSO-d6): δ 10.04 (s, 1H), 9.41 (m, 2H), 9.02 (s, 1H), 8.25 (m, 4H), 7.65 (s, 1H), 7.30 (m, 2H), 7.05 (m, 4H), 4.09 (m, 2H), 2.98 (m, 4H), 2.83 (m, 2H), 2.32 (m, 2H), 2.02 (m, 1H), 1.75 (m, 2H), 1.21 (m, 2H). LCMS for C31H31ClFN8O2 (M+H)+: m/z=601.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871753B2
Source datasetuspto-grants-2014_10
ORD IDord-cf62186ec49f47d281effc5bb2c675bc
Source noteuspto-grants-2014_10