4-Methylmorpholine → Methyl 2-[[2-(4-cyclopropylsulfonylphenyl)-2-tetrahydropyran-4-yloxy-acetyl]amino]-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	Ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate	HCID 15101101	—
Reactant	(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid	HCID 59610020	—
Solvent	Dimethylformamide	HCID 6228	—
Product	Methyl 2-[[2-(4-cyclopropylsulfonylphenyl)-2-tetrahydropyran-4-yloxy-acetyl]amino]-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate	HCID 86669556	41.1%

Reaction Steps

The compound of example A6 was obtained by similar method described in example A1 using 2-(4-cyclopropanesulfonyl-phenyl)-2-[(tetrahydro-pyran-4-yloxy)]-acetic acid (Preparation 4, 0.340 g, 1.0 mmol), 2-Amino-4,5,6,7-tetrahydro-benzothiazole-6-carboxylic acid ethyl ester (Preparation 49; 0.286 g, 1.0 mmol), HOBt (0.162 g, 1.2 mmol), and EDCl (0.229 g, 1.2 mmol), N-methyl morpholine (0.36 g, 3.58 mmol) in DMF (6 mL) to provide the title compound (0.22 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09340506B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-c0502fac0a694378a953d9730e9a488e
Source note	uspto-grants-2016_05