o-Fluorobenzaldehyde → 2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzaldehyde

HRID 602140Notes

Reaction equation

HRID 602140 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][NH:19][CH2:18]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.F[C:24]1[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=1[CH:26]=[O:27]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][N:19]([C:24]4[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=4[CH:26]=[O:27])[CH2:18]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 67970o-FluorobenzaldehydeHCID 575722153-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidine

Product 1

HCID 575722032-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzaldehydeYield 32.5%

Procedure

Using 3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidine (106 mg, 0.315 mmol) and 2-fluorobenzaldehyde (0.0329 mL, 0.315 mmol), the same procedure was followed as in Step 1c of Example 1 to give 45.2 mg (32%) of the desired compound as a colorless oil.

Sources & evidence

ORD record
ord-e5dd7d6d70524c96813243a2587e9421
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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