HCID 24804395, compound → N-Methyl-2-(6-methylaminopyridin-3-yl)benzothiazol-6-amine

HRID 1698110Notes

Reaction equation

HRID 1698110 reaction equation
C(OC([N:8]([CH3:33])[C:9]1[CH:32]=[CH:31][C:12]2[N:13]=[C:14]([C:16]3[CH:17]=[CH:18][C:19](CNC(=O)OC(C)(C)C)=[N:20][CH:21]=3)[S:15][C:11]=2[CH:10]=1)=O)(C)(C)C.[CH3:34][NH:35]C1N=CC(C2SC3C=C(N)C=CC=3N=2)=CC=1>>[CH3:33][NH:8][C:9]1[CH:32]=[CH:31][C:12]2[N:13]=[C:14]([C:16]3[CH:21]=[N:20][C:19]([NH:35][CH3:34])=[CH:18][CH:17]=3)[S:15][C:11]=2[CH:10]=1

Participants

3

Reactant 2

HCID 24804395HCID 24804395, compoundHCID 86626545tert-Butyl (5-{6-[(tert-butoxycarbonyl)(methyl)amino]-1,3-benzothiazol-2-yl}pyridin-2-yl)methylcarbamate

Product 1

HCID 24804556N-Methyl-2-(6-methylaminopyridin-3-yl)benzothiazol-6-amine

Procedure

tert-Butyl (5-{6-[(tert-butoxycarbonyl)(methyl)amino]-1,3-benzothiazol-2-yl}pyridin-2-yl)methylcarbamate (53 mg, 0.11 mmol) was reacted according to the procedure used for the preparation of 2-(6-methylaminopyridin-3-yl)benzothiazol-6-amine. This gave the title compound (20 mg) as a yellow solid. 1H NMR δ 8.56 (d, 1H) 7.91 (dd, 1H) 7.63 (d, 1H) 7.12 (br q, 1H) 7.00 (d, 1H) 6.75 (dd, 1H) 6.55 (d, 1H) 5.99 (br q, 1H) 2.84 (d, 3H) 2.73 (d, 3H); MS m/z (M+H) 271.

Sources & evidence

ORD record
ord-785a7783528945ffa0b1e1073e307f67
Source dataset
uspto-grants-2012_04
Patent number
US08163928B2

Reaction notes

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