Dimethylformamide → 2-(2,6-Dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid ((1R,2S)-2-hydroxy-1,2-diphenyl-ethyl)-amide

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Triethylamine	HCID 8471	—
Reactant	2-Aminocyclohexanol	HCID 23286	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	2-(2,6-Dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid hydrazide	HCID 57786585	—
Product	2-(2,6-Dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid ((1R,2S)-2-hydroxy-1,2-diphenyl-ethyl)-amide	HCID 66966775	—

Reaction Steps

To a 20 mL scint. vial was added 0.200 g (0.651 mmol) of Intermediate 1, 0.0825 g (0.716 mmol) of 2-amino cyclohexanol, 5 mL of DMF, 0.1815 mL (1.30 mmol) of Et3N, and 0.4952 g (1.3 mmol) of HATU. Allowed to stir at r.t. for 18 h. Extracted with EtOAc, washed with water, brine, and dried with Na2SO4. The title compound was prepared analogous to step A of Example 1-24. Used directly in next reaction. MS (m/z) 502.1 M (+1), tR=1.34, Meth 10

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07879850B2
Source dataset	uspto-grants-2011_02
ORD ID	ord-8d212e71c8524b66b33b72d8abceb56b
Source note	uspto-grants-2011_02