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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426142Generated: October 31, 2026

Dimethylformamide → HCID 16661007, compound

https://huagongshe.com/reaction/1426142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-(benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochlorideHCID 16061465—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178418348HCID 178418348—
ProductHCID 16661007HCID 1666100775.2%

Reaction Steps

3-(Benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine (prepared according to Example 1; 1.0 g, 2.66 mmol), MeLi (1.83 ml, 2.92 mmol), butyl lithium (1.17 ml, 2.92 mmol), and N,N-dimethylformamide (0.823 ml, 10.6 mmol) were reacted according to the method of Example 7 to provide the title compound (650 mg, 75.2% yield) as a pale yellow solid. 1H NMR (CDCl3) δ 9.91 (s, 1H), 8.88 (bs, 1H), 8.40 (d, 1H), 7.56 (d, 1H), 7.42 (m, 5H), 6.51 (m, 1H), 5.17 (s, 2H), 2.35 (s, 3H). Mass spectrum (apci) m/z=326.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933077B2
Source datasetuspto-grants-2015_01
ORD IDord-1e0fbe09b686463fbfb7d46855646016
Source noteuspto-grants-2015_01