(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole → HCID 69481316, compound

HRID 856257Notes

Reaction equation

HRID 856257 reaction equation
[Cl:1][C:2]1[N:3]([CH2:10][C@:11]2([CH3:14])[CH2:13][O:12]2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]=[CH:23][CH2:24][O:25][CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:18][CH:17]=1>>[Cl:1][C:2]1[N:3]([CH2:10][C@@:11]([CH3:14])([OH:12])[CH2:13][N:29]2[CH2:28][CH2:27][CH:26]([O:25][CH2:24][CH:23]=[CH:22][C:19]3[CH:18]=[CH:17][C:16]([Cl:15])=[CH:21][CH:20]=3)[CH2:31][CH2:30]2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

Participants

3

Reactant 2

HCID 10443353(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazoleHCID 69481685HCID 69481685, compound

Product 1

HCID 69481316HCID 69481316, compoundYield 56.3%

Procedure

Using (R)-2-chloro-1-(2-methyloxiran-2-yl-methyl)-4-nitroimidazole prepared in Example 12 (0.217 g, 1.00 mmol) and 4-[3-(4-chloro-phenyl)-2-propenyloxy]piperidine (0.250 g, 0.995 mmol) gave (S)-1-(2-chloro-4-nitroimidazol-1-yl)-3-{4-[3-(4-chlorophenyl)-2-propenyloxy]piperidin-1-yl}-2-methylpropan-2-ol (0.263 g, yield 56%) as a brown liquid in the same manner as in Example 254.

Sources & evidence

ORD record
ord-a8b0f86d1c8645a89ff016f96ed73bb6
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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