Trifluoroacetic acid → (RS) 4-[3-[2-[2-(piperidin-1-yl)ethyl]piperidin-1-yl]propoxy]-2-[(4-chlorophenoxy)methyl]-1-[3-(piperidin-4-yl)propyl]benzimidazole

HRID 1384028Notes

Reaction equation

HRID 1384028 reaction equation
[N:1]1([CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][N:10]2[CH2:15][CH2:16][CH2:17][O:18][C:19]2[C:27]3[N:26]=[C:25]([CH2:28][O:29][C:30]4[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=4)[N:24]([CH2:37][CH2:38][CH2:39][CH:40]4[CH2:45][CH2:44][N:43](C(OC(C)(C)C)=O)[CH2:42][CH2:41]4)[C:23]=3[CH:22]=[CH:21][CH:20]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>>[N:1]1([CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][N:10]2[CH2:15][CH2:16][CH2:17][O:18][C:19]2[C:27]3[N:26]=[C:25]([CH2:28][O:29][C:30]4[CH:31]=[CH:32][C:33]([Cl:36])=[CH:34][CH:35]=4)[N:24]([CH2:37][CH2:38][CH2:39][CH:40]4[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]4)[C:23]=3[CH:22]=[CH:21][CH:20]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21188663(RS) 4-[3-[2-[2-(piperidin-1-yl)ethyl]piperidin-1-yl]propoxy]-2-[(4-chlorophenoxy)methyl]-1-[3-[1-(t-butoxycarbonyl)piperidin-4-yl]propyl]benzimidazole

Product 1

HCID 21188834(RS) 4-[3-[2-[2-(piperidin-1-yl)ethyl]piperidin-1-yl]propoxy]-2-[(4-chlorophenoxy)methyl]-1-[3-(piperidin-4-yl)propyl]benzimidazole

Procedure

The title compound was prepared from (RS) 4-[3-[2-[2-(piperidin-1-yl)ethyl]piperidin-1-yl]propoxy]-2-[(4-chlorophenoxy)methyl]-1-[3-[1-(t-butoxycarbonyl)piperidin-4-yl]propyl]benzimidazole using trifluoroacetic acid deprotection as described supra.

Sources & evidence

ORD record
ord-8ba285a8c8aa4d128f9dedeecfd39721
Source dataset
uspto-grants-2001_07
Patent number
US06255494B1

Reaction notes

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