N,O-bis(trimethylsilyl)acetamide → 2-(2-Hydroxyethyl)-5-[4-(2-phenylbenzoylamino)-benzenesulfonyl]-1,5-benzothiazepine

Participants

Role	Name	HCID	Charge
Reactant	N,O-bis(trimethylsilyl)acetamide	HCID 6913588	—
Reactant	[1,1'-Biphenyl]-2-carbonyl chloride	HCID 12563768	—
Reactant	2-(2-Hydroxyethyl)-5-(4-aminobenzenesulfonyl)-1,5-benzothiazepine	HCID 18387437	—
Product	2-(2-Hydroxyethyl)-5-[4-(2-phenylbenzoylamino)-benzenesulfonyl]-1,5-benzothiazepine	HCID 18387449	—

Reaction Steps

Compound 4 as prepared in Example 25 (0.6 g, 1.5 mM) was treated with N,O-bis(trimethylsilyl)acetamide (0.65 g, 3.0 ml) then with 2-phenylbenzoyl chloride (0.39 g,1.8 mM) as described in Example 22 to yield the title product as a white solid. m.p. 1H NMR (300 MHz, CDCl3) δ7.92 (d, J=7.4 Hz, 1H); 7.60-7.04 (m, 17H); 3.76 (m, 2H); 2.89 (m, 1H); 2.08 (m, 1H); 1.90 (m, 1H); 1.64 (m, 4H). m/z (MH+)545

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06489321B1
Source dataset	uspto-grants-2002_12
ORD ID	ord-2ee54cd177244f9e8b21a67ef9e0f45e
Source note	uspto-grants-2002_12