5-Cyano-1-[3-(N-t-butoxycarbonylpiperid-4-yl)indol-5-yl]-1H-benzimidazole → 5-Cyano-1-[3(piperid-4-yl)indol-5-yl]-1H-benzimidazole

HRID 1419151Notes

Reaction equation

HRID 1419151 reaction equation
[C:1]([C:3]1[CH:33]=[CH:32][C:6]2[N:7]([C:10]3[CH:11]=[C:12]4[C:16](=[CH:17][CH:18]=3)[NH:15][CH:14]=[C:13]4[CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)[CH:8]=[N:9][C:5]=2[CH:4]=1)#[N:2]>C(Cl)Cl>[C:1]([C:3]1[CH:33]=[CH:32][C:6]2[N:7]([C:10]3[CH:11]=[C:12]4[C:16](=[CH:17][CH:18]=3)[NH:15][CH:14]=[C:13]4[CH:19]3[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)[CH:8]=[N:9][C:5]=2[CH:4]=1)#[N:2]

Participants

3

Reactant 1

HCID 700692915-Cyano-1-[3-(N-t-butoxycarbonylpiperid-4-yl)indol-5-yl]-1H-benzimidazole

Product 1

HCID 443171965-Cyano-1-[3(piperid-4-yl)indol-5-yl]-1H-benzimidazoleYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Cyano-1-[3-(N-t-butoxycarbonylpiperid-4-yl)indol-5-yl]-1H-benzimidazole was used, and methylene chloride was used as solvent. Filtration afforded the title compound (64%) as a yellow solid: IR (KBr) 2229 cm-1 ; 13C NMR (CD3OD) δ 137.4, 129.6, 126.6, 124.7, 123.6, 120.6, 119.2, 117.9, 117.5, 116.4, 114.8, 112.8, 109.9, 44.6, 31.3, 29.4. Anal. calcd. for C21H19N5.3 HCl.1.25 H2O: C, 53.29; H, 5.22; N, 14.80. Found: C, 53.63; H, 5.34; N, 14.68.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-2f7a76b4bda8444c8d4f6d906d4beaf6
Source dataset
uspto-grants-1999_03
Patent number
US05886008

Reaction notes

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