tert-butyl N-(4-aminobutyl)carbamate → N-(4-Amino-butyl)-3-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzamide

Participants

Role	Name	HCID	Charge
Reactant	tert-butyl N-(4-aminobutyl)carbamate	HCID 4351	—
Reactant	HCID 56946586	HCID 56946586	—
Reactant	{4-[3-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzoylamino]-butyl}-carbamic acid tert-butyl ester	HCID 66934713	—
Product	N-(4-Amino-butyl)-3-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzamide	HCID 59851361	—

Reaction Steps

In a manner similar to Method N, 3-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzoic acid (I-62-a) and tert-butyl 4-aminobutylcarbamate were converted to {4-[3-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzoylamino]-butyl}-carbamic acid tert-butyl ester. Subsequent deprotection (Method K) and purification by C-18 RP LC-MS chromatography afforded I-64 (10%): HRMS Calcd. for C23H23ClN6O2: 451.1649, Found 451.1668.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07459448B2
Source dataset	uspto-grants-2008_12
ORD ID	ord-067f8a65691e4bf9b250537d024a3a05
Source note	uspto-grants-2008_12