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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851781Generated: October 27, 2026

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

https://huagongshe.com/reaction/1851781

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, 1 H) 8.20 (dd, 1 H) 7.79 (d, 1 H) 7.29 (d, 1 H) 6.99 (dd, 1 H) 6.86 (d, 1H) 4.39 (q, 2 H) 1.41 (t, 3 H); MS m/z (M+H) 273.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957215B2
Source datasetuspto-grants-2015_02
ORD IDord-acd4bb77f2f54a87a993eef1245e7383
Source noteuspto-grants-2015_02