Phenyl 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-phenylpiperidine-1-carboxamide bis(trifluoroacetate)

Participants

Role	Name	HCID	Charge
Reactant	Phenyl isocyanate	HCID 7672	—
Reactant	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)	HCID 86636131	—
Product	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-phenylpiperidine-1-carboxamide bis(trifluoroacetate)	HCID 86636150	51%

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 phenyl isocyanate as starting materials in 51% yield. LCMS for C31H32ClN8O2 (M+H)+: m/z=583.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08871753B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-564b904606bf47028bf00ffc3fab6b32
Source note	uspto-grants-2014_10