tert-Butyl (1S,4S)-5-(4-hydroxybenzyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate → 4-Piperidin-1-ylmethyl-phenol

HRID 1807457Notes

Reaction equation

HRID 1807457 reaction equation
[OH:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[CH2:12][C@@H:11]3[CH2:13][C@H:8]2[CH2:9]N3C(OC(C)(C)C)=O)=[CH:4][CH:3]=1>C(Cl)Cl>[N:7]1([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:22][CH:21]=2)[CH2:12][CH2:11][CH2:13][CH2:8][CH2:9]1

Participants

3

Reactant 1

HCID 57514842tert-Butyl (1S,4S)-5-(4-hydroxybenzyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Product 1

HCID 116369724-Piperidin-1-ylmethyl-phenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared using methods analogous to those described for Intermediate 35, substituting DCE for CH2Cl2. 1H NMR (500 MHz, CDCl3): 7.14-7.03 (m, 2H), 6.75 (br s, 1H), 6.62-6.53 (m, 2H), 3.41 (s, 2H), 2.49 (s, 4H), 1.66-1.59 (m, 4H), 1.50-1.42 (m, 2H). MS (ESI): mass calcd. for C12H17NO, 191.13; m/z found, 192.20 [M+H]+.

Sources & evidence

ORD record
ord-1c3d6feab51b4515a3c1709b07c6e2e0
Source dataset
uspto-grants-2013_01
Patent number
US08357684B2

Reaction notes

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