Trifluoroacetic acid → 2-(4-Chlorophenoxymethyl)-4-[5-(piperidin-4-yl)pentoxy]-1-[5-(piperidin-4-yl]pentyl]benzimidazole

HRID 1383989Notes

Reaction equation

[Cl:1][C:2]1[CH:55]=[CH:54][C:5]([O:6][CH2:7][C:8]2[N:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]3[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)[C:11]3[CH:31]=[CH:32][CH:33]=[C:34]([O:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH:41]4[CH2:46][CH2:45][N:44](C(OC(C)(C)C)=O)[CH2:43][CH2:42]4)[C:10]=3[N:9]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]2[N:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[C:11]3[CH:31]=[CH:32][CH:33]=[C:34]([O:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH:41]4[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]4)[C:10]=3[N:9]=2)=[CH:54][CH:55]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 211886812-(4-Chlorophenoxymethyl)-4-[5-[1-(t-butoxycarbonyl)piperidin-4-yl]pentoxy]-1-[5-[1-(t-butoxycarbonyl)piperidin-4-yl]pentyl]benzimidazole

Product 1

HCID 701623462-(4-Chlorophenoxymethyl)-4-[5-(piperidin-4-yl)pentoxy]-1-[5-(piperidin-4-yl]pentyl]benzimidazole

Procedure

The title compound is prepared from 2-(4-chlorophenoxymethyl)-4-[5-[1-(t-butoxycarbonyl)piperidin-4-yl]pentoxy]-1-[5-[1-(t-butoxycarbonyl)piperidin-4-yl]pentyl]benzimidazole by standard deprotection techniques using trifluoroacetic acid.

Sources & evidence

ORD record: ord-b391e466a4974cac99237fa18ccf59ac
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06255494B1

Reaction notes

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