Diisopropylethylamine → (4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(5-(2-(methylsulfonyl)acetamidoethyl)-furan-2-yl)-quinazolin-4-yl)-amine

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	2-Methanesulfonylacetic acid	HCID 3732841	—
Reactant	(4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(5-(2-aminoethyl)-furan-2-yl)-quinazolin-4-yl)-amine	HCID 22017992	—
Product	(4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(5-(2-(methylsulfonyl)acetamidoethyl)-furan-2-yl)-quinazolin-4-yl)-amine	HCID 22337213	—

Reaction Steps

Preparation according to Procedure (I) utilizing (4-(3-fluorobenzyloxy)-3-chlorophenyl)-(6-(5-(2-aminoethyl)-furan-2-yl)-quinazolin-4-yl)-amine (26 mg, 0.0537 mmol), methanesulfonylacetic acid (22.2 mg, 0.161 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (30.0 mg, 0.161 mmol) and N,N-diisopropylethylamine (0.028 mL, 0.161 mmol). 1H (DMSO) 9.84 (s, 1 H), 8.65 (s, 1 H), 8.49 (s, 1 H), 8.10 (d, 1 H), 7.96 (d, 1 H), 7.73 (d, 1 H), 7.69 (m, 1 H), 7.41 (m, 1 H), 7.22-7.29 (m, 3 H), 7.13 (m, 1 H), 6.98 (d, 1 H), 6.35 (d, 1 H), (5.21 (s, 2 H), 4.02 (s, 2 H), 3.07 (t, 2 H), 3.05 (s, 3 H), 2.87 (t, 2 H). Electrospray m/z 609 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07265123B2
Source dataset	uspto-grants-2007_09
ORD ID	ord-509ef004d77f4be4858fc04b1becd33d
Source note	uspto-grants-2007_09