6-Methoxybenzothiazole → 5-(1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

HRID 1698104Notes

Reaction equation

HRID 1698104 reaction equation
CO[C:3]1[CH:11]=[CH:10][C:6]2[N:7]=[CH:8][S:9][C:5]=2[CH:4]=1.Br[C:13]1[CH:18]=[CH:17][C:16](SC)=[CH:15][N:14]=1.COC1C=C[C:26]2[N:27]=C(C3C=CC(C(F)(F)F)=CN=3)SC=2C=1>>[S:9]1[C:5]2[CH:4]=[CH:3][CH:11]=[CH:10][C:6]=2[N:7]=[C:8]1[C:16]1[CH:17]=[CH:18][C:13]([NH:27][CH3:26])=[N:14][CH:15]=1

Participants

4

Reactant 3

HCID 3501866-MethoxybenzothiazoleHCID 116584942-Bromo-5-(methylthio)pyridineHCID 248038916-Methoxy-2-[5-(trifluoromethyl)pyridin-2-yl]-1,3-benzothiazole

Product 1

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

Procedure

6-Methoxy-1,3-benzothiazole (35 mg, 0.21 mmol) and 2-bromo-5-(methylthio)pyridine (1.1 equiv) were reacted according to the procedure used for the preparation of 6-methoxy-2-[5-(trifluoromethyl)pyridin-2-yl]-1,3-benzothiazole. This gave the title compound (1 mg) as a pale yellow solid. 1H NMR (CHLOROFORM-d) δ 8.52 (d, 1H) 8.22 (d, 1H) 7.95 (d, 1H) 7.67 (dd, 1H) 7.40 (d, 1H) 7.11 (dd, 1H) 3.92 (s, 3H) 2.58 (s, 3H); MS m/z (M+H) 289.

Sources & evidence

ORD record
ord-0f18e0712974491a925d9366a95f504b
Source dataset
uspto-grants-2012_04
Patent number
US08163928B2

Reaction notes

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