Dimethyl-1,3-thiazole-5-sulfonyl 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-[(2,4-dimethyl-1,3-thiazol-5-yl)sulfonyl]piperidin-4-yl}acetamide bis(trifluoroacetate)

Participants

Role	Name	HCID	Charge
Reactant	Dimethyl-1,3-thiazole-5-sulfonyl chloride	HCID 2776248	—
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-[(2,4-dimethyl-1,3-thiazol-5-yl)sulfonyl]piperidin-4-yl}acetamide bis(trifluoroacetate)	HCID 86636249	22%

Reaction Steps

The desired compound was prepared according to the procedure of Example A42 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 2,4-dimethyl-1,3-thiazole-5-sulfonyl chloride as starting materials in 22% yield. LCMS for C29H32ClN8O3S2 (M+H)+: m/z=639.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08871753B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-66e18a61ff904407a5b3a6fdde6e9014
Source note	uspto-grants-2014_10