tert-Butyl 4-(2-bromoethyl)piperidine-1-carboxylate → tert-Butyl 4-{2-[6-bromo-7-(cyclobutylmethoxy)-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]ethyl}piperidine-1-carboxylate

HRID 1056965Notes

Reaction equation

HRID 1056965 reaction equation
[Br:1][C:2]1[CH:12]=[CH:11][C:5]2[N:6]([CH3:10])[C:7](=[O:9])[NH:8][C:4]=2[C:3]=1[O:13][CH2:14][CH:15]1[CH2:18][CH2:17][CH2:16]1.Br[CH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1>>[Br:1][C:2]1[CH:12]=[CH:11][C:5]2[N:6]([CH3:10])[C:7](=[O:9])[N:8]([CH2:20][CH2:21][CH:22]3[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:32])([CH3:34])[CH3:33])=[O:29])[CH2:26][CH2:27]3)[C:4]=2[C:3]=1[O:13][CH2:14][CH:15]1[CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 10541625tert-Butyl 4-(2-bromoethyl)piperidine-1-carboxylateHCID 1180939015-bromo-4-(cyclobutylmethoxy)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 118093808tert-Butyl 4-{2-[6-bromo-7-(cyclobutylmethoxy)-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]ethyl}piperidine-1-carboxylate

Procedure

This compound was synthesized according to the procedure of Example 44, Step 2, using 5-bromo-4-(cyclobutylmethoxy)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one and tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate as the starting materials. LCMS calculated for C20H29BrN3O2 ([M-Boc+H]+H)+: m/z=422.2, 424.2. found: 422.0, 424.0.

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-e6c4dd697b064751a5cf229d557d05c7
Source dataset
uspto-grants-2016_07
Patent number
US09399640B2

Reaction notes

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