Trifluoroacetic acid → 2-(4-Chlorophenoxymethyl)-4-[3-(piperidin-3-yl)propoxy]-1-[3-(piperidin-3-yl)propyl]benzimidazole

HRID 1383987Notes

Reaction equation

[Cl:1][C:2]1[CH:51]=[CH:50][C:5]([O:6][CH2:7][C:8]2[N:12]([CH2:13][CH2:14][CH2:15][CH:16]3[CH2:21][CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]3)[C:11]3[CH:29]=[CH:30][CH:31]=[C:32]([O:33][CH2:34][CH2:35][CH2:36][CH:37]4[CH2:42][CH2:41][CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38]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][CH:16]3[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]3)[C:11]3[CH:29]=[CH:30][CH:31]=[C:32]([O:33][CH2:34][CH2:35][CH2:36][CH:37]4[CH2:42][CH2:41][CH2:40][NH:39][CH2:38]4)[C:10]=3[N:9]=2)=[CH:50][CH:51]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 211887722-(4-Chlorophenoxymethyl)-4-[3-[1-(t-butoxycarbonyl)piperidin-3-yl]propoxy]-1-[3-[1-(t-butoxycarbonyl)piperidin-3-yl]propyl]benzimidazole

Product 1

HCID 106051272-(4-Chlorophenoxymethyl)-4-[3-(piperidin-3-yl)propoxy]-1-[3-(piperidin-3-yl)propyl]benzimidazole

Procedure

The title compound is prepared from (S) 2-(4-chlorophenoxymethyl)-4-[3-[1-(t-butoxycarbonyl)piperidin-3-yl]propoxy]-1-[3-[1-(t-butoxycarbonyl)piperidin-3-yl]propyl]benzimidazole by standard deprotection techniques using trifluoroacetic acid.

Sources & evidence

ORD record: ord-a21b7af4abc24489aa246156249e7597
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06255494B1

Reaction notes

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