HCID 57917511, compound → HCID 57917493, compound

HRID 1645250Notes

Reaction equation

HRID 1645250 reaction equation
ClC1C=C(C2(CO)CCN(C(OC(C)(C)C)=O)CC2)C=CC=1.[F:23][C:24]1[CH:25]=[C:26]([C:30]2([CH2:43][OH:44])[CH2:35][CH2:34][N:33]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:32][CH2:31]2)[CH:27]=[CH:28][CH:29]=1>>[F:23][C:24]1[CH:25]=[C:26]([C:30]2([CH:43]=[O:44])[CH2:31][CH2:32][N:33]([C:36]([O:38][C:39]([CH3:40])([CH3:41])[CH3:42])=[O:37])[CH2:34][CH2:35]2)[CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 57917511HCID 57917511, compoundHCID 58993653HCID 58993653, compound

Product 1

HCID 57917493HCID 57917493, compound

Procedure

Using standard Swern oxidation reaction conditions (see step (v)/Example 80 or step (iii)/Example 81), tert-butyl 4-(3-fluorophenyl)-4-(hydroxymethyl)piperidine-1-carboxylate (0.5 g, 1.61 mmol) was oxidized to yield tert-butyl 4-(3-fluorophenyl)-4-formylpiperidine-1-carboxylate which was directly taken through to the next step without further purification.

Workup

  1. customSwern oxidation reaction conditions (

Sources & evidence

ORD record
ord-bb2d6d24286444c8bdaa333362b305f2
Source dataset
uspto-grants-2012_02
Patent number
US08124624B2

Reaction notes

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