Thionyl Chloride → 2-{6-[3(R)-Amino-piperidin-1-yl]-5-chloro-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl}-benzonitrile

関与物質

役割	名称	HCID	仕込み量
反応物	Thionyl Chloride	HCID 24386	—
反応物	2-[[6-(3-Aminopiperidin-1-yl)-3-methyl-2,4-dioxopyrimidin-1-yl]methyl]benzonitrile;benzoic acid	HCID 66697752	—
溶媒	Chloroform	HCID 6212	—
生成物	2-{6-[3(R)-Amino-piperidin-1-yl]-5-chloro-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl}-benzonitrile	HCID 11349317	—

反応手順

Compound 4 (40 mg, 0.1 mmol) in CHCl3 (2 mL) was treated with SOCl2 (200 μL) at 100° C. for 30 min, concentrated, and then purified by LC-MS to give the title compound 7. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1): δ 7.73 (d, J=7.6 Hz, 1H), 7.64 (t, J=7.6 Hz, 1H), 7.45 (t, J=7.6 Hz, 1H), 7.14 (d, J=8.1 Hz, 1H), 5.32-5.42 (m, 2H), 3.43 (s, 3H), 3.33-3.40 (m, 2H), 3.17 (m, 2H), 2.87 (s, 1H), 2.08 (m, 1H), 1.70 (m, 1H), 1.32-1.43 (m, 2H). MS (ES) [m+H] calc'd for C18H21ClN5O2, 374.1; found, 374.1.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07781584B2
出典データセット	uspto-grants-2010_08
ORD ID	ord-63c0f2cdbf6f420facd9c72f407c48d8
出典メモ	uspto-grants-2010_08