Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698100Generated: October 27, 2026

Sodium Bicarbonate → 5-(1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

https://huagongshe.com/reaction/1698100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-(6-Ethoxypyridin-3-yl)-6-methoxy-1,3-benzothiazoleHCID 24803893—
Reactant2-[2-(Dimethylamino)pyrimidin-5-yl]-1,3-benzothiazol-6-olHCID 24804066—
Product5-(1,3-benzothiazol-2-yl)-N-methylpyridin-2-amineHCID 24804239—

Reaction Steps

2-(6-Ethoxypyridin-3-yl)-6-methoxy-1,3-benzothiazole (23 mg, 80 μmol) was reacted according to the procedure used for the preparation of 2-[2-(dimethylamino)pyrimidin-5-yl]-1,3-benzothiazol-6-ol, with the following exceptions: The reaction mixture was allowed to reach rt on. sat. aq. NaHCO3 was added and the mixture was extracted with EtOAc. The organic phase was dried and concentrated under reduced pressure. Preparative HPLC of the residue gave the title compound (4 mg). 1H NMR (CHLOROFORM-d: CD3OD) δ 8.69 (d, 1H) 8.20 (dd, 1H) 7.79 (d, 1H) 7.29 (d, 1H) 6.99 (dd, 1H) 6.86 (d, 1H) 4.39 (q, 2H) 1.41 (t, 3H); MS m/z (M+H) 273.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163928B2
Source datasetuspto-grants-2012_04
ORD IDord-4cd9ab477c4d419f978179f92d651064
Source noteuspto-grants-2012_04