2-Bromo-6-methoxy-1,3-benzothiazole → 5-(1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

HRID 1851783Notes

Reaction equation

HRID 1851783 reaction equation
Br[C:2]1SC2C=C(OC)C=CC=2[N:6]=1.ClC1C=C(B(O)O)C=NC=1OC.Br[C:26]1[N:31]=[CH:30][C:29]([C:32]2[S:33][C:34]3[CH:40]=[C:39](OC)[CH:38]=[CH:37][C:35]=3[N:36]=2)=[CH:28][CH:27]=1>>[S:33]1[C:34]2[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=2[N:36]=[C:32]1[C:29]1[CH:28]=[CH:27][C:26]([NH:6][CH3:2])=[N:31][CH:30]=1

Participants

4

Reactant 3

HCID 112187652-Bromo-6-methoxy-1,3-benzothiazoleHCID 248043932-(6-Bromopyridin-3-yl)-6-methoxy-1,3-benzothiazoleHCID 24901777(5-Chloro-6-methoxypyridin-3-yl)boronic acid

Product 1

HCID 248042395-(1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

Procedure

2-Bromo-6-methoxy-1,3-benzothiazole (49 mg, 0.20 mmol) and (5-chloro-6-methoxypyridin-3-yl)boronic acid (45 mg, 0.24 mmol) were reacted according to the procedure used for the preparation of 2-(6-bromopyridin-3-yl)-6-methoxy-1,3-benzothiazole to give the title compound (0.2 mg). 1H NMR (CHLOROFORM-d: CD3OD) δ 8.51 (d, 1 H) 8.03 (dd, 1 H) 7.87 (d, 1 H) 7.43 (d, 1 H) 7.10 (dd, 1 H) 4.08 (s, 3 H) 3.88 (s, 3 H); MS m/z (M+H) 291.

Sources & evidence

ORD record
ord-6f8d183f807d4bf39b88fb4bdcdf5987
Source dataset
uspto-grants-2015_02
Patent number
US08957215B2

Reaction notes

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