4-Phenoxyphenylboronic acid → HCID 71092957, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Phenoxyphenylboronic acid	HCID 2734377	—
Reactant	5,6-Dichloro-pyrimidin-4-ylamine	HCID 24219262	—
Reactant	(2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride	HCID 45358758	—
Reactant	tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate	HCID 46930560	—
Product	HCID 71092957	HCID 71092957	—

Reaction Steps

(E)-1-(6-((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)-4-(dimethylamino)but-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate, (4-phenoxyphenyl) boronic acid and (E)-4-(dimethylamino)but-2-enoic acid hydrochloride according to general scheme 3 using methods S1, S2, S3, and S4D. HPLC purity: 99%. MS: m/z=485 [M+H]+. 1H NMR (CD3OD) δ 8.24 (s, 1H), 7.13-7.50 (m, 9H), 6.75 (m, 1H), 6.46 (dd, 1H), 4.59 (m, 1H), 4.35 (d, 2H), 4.11 (d, 2H), 3.91 (m, 2H), 2.82 (d, 6H), 2.61 (m, 2H), 2.29 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09073947B2
Source dataset	uspto-grants-2015_07
ORD ID	ord-5504908b005c469b9646c1aa0c65ef95
Source note	uspto-grants-2015_07