Tert-butyl 4-(hydroxymethyl)-4-phenylpiperidine-1-carboxylate → HCID 57557584, compound

HRID 656514Notes

Reaction equation

HRID 656514 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([CH:12](Br)[CH3:13])[N:3]=1.[OH:15][CH2:16][C:17]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH2:18]1>>[Br:1][C:2]1[N:3]=[C:4]([CH:12]([O:15][CH2:16][C:17]2([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:28])([CH3:29])[CH3:27])=[O:24])[CH2:19][CH2:18]2)[CH3:13])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

3

Reactant 2

HCID 9994433Tert-butyl 4-(hydroxymethyl)-4-phenylpiperidine-1-carboxylateHCID 57557573HCID 57557573, compound

Product 1

HCID 57557584HCID 57557584, compound

Procedure

This compound was prepared according to the experimental condition of Intermediate 2 from 2-bromo-6-(1-bromoethyl)-4-(trifluoromethyl)pyridine and tert-butyl 4-(hydroxymethyl)-4-phenylpiperidine-1-carboxylate to afford the titled compound. 1HNMR (CDCl3 400 MHz) δ7.41 (m, 3H), 7.36 (m, 4H), 5.07 (q, 1H), 4.34 (m, 2H), 3.80 (m, 2H), 3.05 (m, 2H), 2.25 (m, 2H), 1.96 (m, 2H), 1.55 (s, 9H), 1.43 (d, 3H). Mass Spec.: 544.44 (MH)+.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-62b5422ded6e463a9fe955ba9e96873c
Source dataset
uspto-grants-2011_12
Patent number
US08071778B2

Reaction notes

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