HCID 70138148, compound → HCID 22127207, compound

HRID 1858650Notes

Reaction equation

HRID 1858650 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][O:28][C:29](=[O:37])[NH:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)=[CH:21][CH:20]=2)[CH2:17][CH2:16][N:15](C(OCC(Cl)(Cl)Cl)=O)[CH2:14]1>C(O)(=O)C.[Zn]>[N:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[NH:30][C:29](=[O:37])[O:28][CH2:27][CH2:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([CH:18]2[CH2:17][CH2:16][NH:15][CH2:14][CH:13]2[O:12][CH2:11][C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)=[CH:24][CH:23]=1

Participants

4

Reactant 1

HCID 70138148HCID 70138148, compound

Product 1

HCID 22127207HCID 22127207, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

In an analogous manner to that described in Example 25(b), by treating 2,2,2-trichloroethyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-[4-(2-pyridin-2-ylcarbamoyloxy-ethoxy]-phenyl]-piperidine-1-carboxylate with zinc in glacial acetic acid there was obtained (3RS,4RS)-2-[4-[3-(naphthalen-2-ylmethoxy)-piperidin-4-yl]-phenoxy]-ethyl pyridine-2-yl-carbamate as a colourless solid; MS: 498 (M+H)+.

Sources & evidence

ORD record
ord-0a5816bb628f485aa8ac7e6310cea013
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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