(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol → Benzyl(trans)-3-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-4-hydroxypyrrolidine-1-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol	HCID 58583246	—
Reactant	Benzyl(trans)-3-[(5-bromo-3,6-diethylpyrazin-2-yl)amino]-4-hydroxypyrrolidine-1-carboxylate	HCID 58583493	—
Product	Benzyl(trans)-3-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-4-hydroxypyrrolidine-1-carboxylate	HCID 58583410	—

Reaction Steps

Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting benzyl (trans)-3-[(5-bromo-3,6-diethylpyrazin-2-yl)amino]-4-hydroxypyrrolidine-1-carboxylate and making non-critical variations provided the title compound as a oil: 1H NMR (300 MHz, CDCl3) δ) 7.49-7.11, 5.97, 5.17, 4.78, 4.67, 4.33-4.26, 4.16-3.96, 3.46, 2.69, 2.49, 1.46-1.24, 1.14; HRMS (FAB) calcd for C26H28Cl2N4O3+H 515.1616, found 515.1606.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06992087B2
Source dataset	uspto-grants-2006_01
ORD ID	ord-bc86ea3123434673962ba8e07a8ffc3f
Source note	uspto-grants-2006_01