(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole → HCID 69480112, compound

HRID 856263Notes

Reaction equation

HRID 856263 reaction equation
[F:1][C:2]([F:18])([F:17])[O:3][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1.[Cl:19][C:20]1[N:21]([CH2:28][C@:29]2([CH3:32])[CH2:31][O:30]2)[CH:22]=[C:23]([N+:25]([O-:27])=[O:26])[N:24]=1>>[Cl:19][C:20]1[N:21]([CH2:28][C@@:29]([CH3:32])([OH:30])[CH2:31][N:12]2[CH2:13][CH2:14][CH:9]([CH2:8][C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:17])([F:1])[F:18])=[CH:16][CH:15]=3)[CH2:10][CH2:11]2)[CH:22]=[C:23]([N+:25]([O-:27])=[O:26])[N:24]=1

Participants

3

Procedure

Using 4-(4-trifluoromethoxybenzyl)piperidine and (R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole prepared in Example 12 gave (S)-1-(2-chloro-4-nitroimidazol-1-yl)-2-methyl-3-[4-(4-trifluoromethoxybenzyl)piperidin-1-yl]propan-2-ol (crude) as a yellow oil in the same manner as in Example 270.

Sources & evidence

ORD record
ord-8c644582b67247858e2850fd7bec1f39
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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