tert-butyl N-(prop-2-yn-1-yl)carbamate → 2-[4-(3-Amino-prop-1-ynyl)-phenylamino]-9-chloro-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	tert-butyl N-(prop-2-yn-1-yl)carbamate	HCID 11073648	—
Edukt	9-Chloro-2-(4-iodo-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one	HCID 56946588	—
Edukt	{3-[4-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester	HCID 67198932	—
Produkt	2-[4-(3-Amino-prop-1-ynyl)-phenylamino]-9-chloro-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one	HCID 59851451	—

Reaktionsschritte

In a manner similar to that described for Method O, 9-chloro-2-(4-iodo-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one (I-36) and tert-butyl prop-2-ynylcarbamate were converted to {3-[4-(9-chloro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester, which was deprotected according to Method K to give I-46 (29%): HRMS Calcd. for C21H16ClN5O: 390.1121, Found 390.1120.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07935694B2
Quelldatensatz	uspto-grants-2011_05
ORD ID	ord-eafe4f43b8054a6b9779f29bf5572570
Quellennotiz	uspto-grants-2011_05