1-methyl-1H-pyrazole-4-carbonyl chloride → 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-[(1-methyl-1H-pyrazol-4-yl)carbonyl]piperidin-4-yl}acetamide bis(trifluoroacetate)

Participants

Role	Name	HCID	Charge
Reactant	1-methyl-1H-pyrazole-4-carbonyl chloride	HCID 3164931	—
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	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-[(1-methyl-1H-pyrazol-4-yl)carbonyl]piperidin-4-yl}acetamide bis(trifluoroacetate)	HCID 86636177	42%

Reaction Steps

The desired compound was prepared according to the procedure of Example A20, 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-methyl-1H-pyrazole-4-carbonyl chloride as starting materials in 42% yield. LCMS for C29H31ClN9O2 (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-775fe8725ddf4da689ea98e45cd30d14
Source note	uspto-grants-2014_10