Acryloyl chloride → HCID 71474497, compound

Participants

Role	Name	HCID	Charge
Reactant	Acryloyl chloride	HCID 13140	—
Reactant	4-Phenoxyphenylboronic acid	HCID 2734377	—
Reactant	8-amino-5-Azaspiro[3.5]nonane-5-carboxylic acid 1,1-dimethylethyl ester	HCID 16228675	—
Reactant	5,6-Dichloro-pyrimidin-4-ylamine	HCID 24219262	—
Product	HCID 71474497	HCID 71474497	—

Reaction Steps

1-(8-((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-5-azaspiro[3.5]nonan-5-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 8-amino-5-azaspiro[3.5]nonane-5-carboxylate, (4-phenoxyphenyl)boronic acid and acryloyl chloride according to general scheme 3 using methods S1, S2, S3, and S4C. HPLC purity: 95%. MS: m/z=456 [M+H]+. 1H NMR (CD3OD) δ 8.28 (s, 1H), 7.15-7.43 (m, 9H), 6.61 (m, 1H), 6.13 (d, 1H), 5.67 (d, 1H), 4.64 (m, 1H), 3.95 (m, 1H), 3.03 (m, 1H), 2.66 (m, 1H), 2.30 (m, 1H), 2.19 (m, 2H), 2.07 (m, 1H), 1.80 (m, 4H), 1.30 (m, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09073947B2
Source dataset	uspto-grants-2015_07
ORD ID	ord-a88958c83e324c15ac91241a5e602493
Source note	uspto-grants-2015_07