3-(Dimethylamino)propyl chloride hydrochloride → HCID 24764796, compound

HRID 335105Notes

Reaction equation

HRID 335105 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[N:13]=[CH:12][C:11]([S:14][C:15]3[CH:16]=[C:17]([OH:21])[CH:18]=[CH:19][CH:20]=3)=[CH:10][C:9]=2[O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[S:5][CH:6]=1.Cl.Cl[CH2:31][CH2:32][CH2:33][N:34]([CH3:36])[CH3:35]>>[CH3:35][N:34]([CH3:36])[CH2:33][CH2:32][CH2:31][O:21][C:17]1[CH:16]=[C:15]([S:14][C:11]2[CH:10]=[C:9]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:8]([NH:7][C:4]3[S:5][CH:6]=[C:2]([CH3:1])[N:3]=3)=[N:13][CH:12]=2)[CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 24764714HCID 24764714, compound

Product 1

HCID 24764796HCID 24764796, compound

Procedure

Prepared according to the method of Example 60 using 3-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)phenol and 3-chloro-N,N-dimethylpropan-1-amine hydrochloride. 1H NMR (d6-DMSO) δ 9.55 (s, 1H), 8.28 (dd, 1H), 7.49 (dd, 1H), 7.29 (m, 2H), 7.11 (t, 1H), 7.00 (t, 1H), 6.85 (m, 2H), 6.65 (m, 1H), 6.58 (m, 1H), 6.54 (m, 1H), 6.38 (m, 1H), 3.70 (m, 2H), 2.21 (s, 3H), 2.04 (s, 6H) 1.96 (t, 2H), 1.44 (m, 2H); Mass spectrum (esi) m/z=−493.1 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4ba2601968504469a717b9d590f83c83
Source dataset
uspto-grants-2014_11
Patent number
US08883828B2

Reaction notes

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