3-Methoxybenzyl chloride → 5-(3-Methoxybenzylthio)-N-(4-methylthiazol-2-yl)-3-phenoxypyridin-2-amine hydrochloride

HRID 335086Notes

Reaction equation

HRID 335086 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[N:13]=[CH:12][C:11]([S:14]CCC(OC)=O)=[CH:10][C:9]=2[O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:5][CH:6]=1.[Cl:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=1>>[ClH:28].[CH3:37][O:36][C:32]1[CH:31]=[C:30]([CH:35]=[CH:34][CH:33]=1)[CH2:29][S:14][C:11]1[CH:10]=[C:9]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:8]([NH:7][C:4]2[S:5][CH:6]=[C:2]([CH3:1])[N:3]=2)=[N:13][CH:12]=1

Participants

3

Reactant 2

HCID 699943-Methoxybenzyl chlorideHCID 24765636Methyl 3-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)propanoate

Product 1

HCID 247659295-(3-Methoxybenzylthio)-N-(4-methylthiazol-2-yl)-3-phenoxypyridin-2-amine hydrochloride

Procedure

Prepared according to the method of Example 16, using methyl 3-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)propanoate and 1-(chloromethyl)-3-methoxybenzene. 1H NMR (d6-DMSO) δ 8.09 (d, 1H), 7.42 (t, 2H), 7.18 (m, 3H), 6.98 (d, 2H), 6:76 (m, 4H), 4.09 (s, 2H), 3.68 (s, 3H), 2.26 (s, 3H); Mass spectrum (esi) m/z=436.2 (M+H-1HCl).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2039c65c715d42d3a967227cd013e461
Source dataset
uspto-grants-2014_11
Patent number
US08883828B2

Reaction notes

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