2-Methyl-3-furoic acid → 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-[1-(2-methyl-3-furoyl)piperidin-4-yl]acetamide bis(trifluoroacetate)

Participants

Role	Name	HCID	Charge
Reactant	2-Methyl-3-furoic acid	HCID 244756	—
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 bis(trifluoroacetate)	HCID 86636208	—
Product	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-[1-(2-methyl-3-furoyl)piperidin-4-yl]acetamide bis(trifluoroacetate)	HCID 86636207	60%

Reaction Steps

The desired compound was prepared according to the procedure of Example A27, 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 bis(trifluoroacetate) and 2-methyl-3-furoic acid as starting materials in 60% yield. LCMS for C30H31ClN7O3 (M+H)+: m/z=572.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08871753B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-069318ed9d8c4b9b9b5257fc44162a98
Source note	uspto-grants-2014_10