5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one → N-[2-({(2S)-3-[4-(5-fluoro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinyl]-2-hydroxypropyl}oxy)-4-methoxyphenyl]acetamide

Participants

Role	Name	HCID	Charge
Reactant	5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one	HCID 13792104	—
Reactant	N-{4-Methoxy-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide	HCID 71570340	—
Product	N-[2-({(2S)-3-[4-(5-fluoro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinyl]-2-hydroxypropyl}oxy)-4-methoxyphenyl]acetamide	HCID 69199245	—

Reaction Steps

The title compound was prepared according to the procedure described in Example 30 above from 5-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one and N-{4-methoxy-2-[(2S)oxiranylmethoxy]phenyl}acetamide. The product was purified by preparative HPLC (Kromasil column; eluent: acetonitrile/water) to afford a colourless solid (84%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07388020B2
Source dataset	uspto-grants-2008_06
ORD ID	ord-a0e10a1942e94598870e60370b5f682a
Source note	uspto-grants-2008_06