N-(2,4-dimethoxybenzyl)thiazol-2-amine → N-(2,4-dimethoxybenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide

Participants

Role	Name	HCID	Charge
Reactant	N-(2,4-dimethoxybenzyl)thiazol-2-amine	HCID 49931979	—
Reactant	N-(2,4-dimethoxybenzyl)-1,2,4-thiadiazol-5-amine	HCID 57732216	—
Reactant	N-(2,4-dimethoxybenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(1,2,4-thiadiazol-5-yl)naphthalene-2 sulfonamide	HCID 86687343	—
Product	N-(2,4-dimethoxybenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide	HCID 86687396	—

Reaction Steps

Intermediate II was synthesized in a similar manner to Intermediate E, using N-(2,4-dimethoxybenzyl)thiazol-2-amine instead of N-(2,4-dimethoxybenzyl)-1,2,4-thiadiazol-5-amine (Intermediate A) in Step 3, to yield N-(2,4-dimethoxybenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide as a white solid. m/z (ESI) 567.3 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09012443B2
Source dataset	uspto-grants-2015_04
ORD ID	ord-90e52f2725524b818e4833b8e6acd868
Source note	uspto-grants-2015_04