Cesium carbonate → HCID 59640494, compound

HRID 2250139Notes

Reaction equation

HRID 2250139 reaction equation
[CH2:1]([O:8][C:9](=[O:21])[NH:10][C:11]1([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[CH2:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].Cl[CH2:29][CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>O1CCOCC1>[CH2:1]([O:8][C:9](=[O:21])[NH:10][C:11]1([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[CH:16][CH:15]=2)[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 79625Piperidine, 1-(3-chloropropyl)-HCID 69309987HCID 69309987, compound

Product 1

HCID 59640494HCID 59640494, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

{1-[4-(3-Piperidin-1-yl-propoxy)-phenyl]-cyclopropyl}-carbamic acid benzyl ester is prepared from [1-(4-Hydroxy-phenyl)-cyclopropyl]-carbamic acid benzyl ester (1.21 g, 4.28 mmol), Cs2CO3 (2.78 g, 8.55 mmol), KI (71 mg, 0.43 mmol), and N-(3-chloropropyl)piperidine (0.86 g, 5.34 mmol) in dioxane (50 mL) in a manner substantially analogous to Procedure A to give the product((1.16 g, 66%). MS (ES+) 409.3.

Workup

  1. customto give the product((1.16 g, 66%)

Sources & evidence

ORD record
ord-65357ebc5f894de0b0ed4bf672515829
Source dataset
uspto-grants-2008_01
Patent number
US07314937B2

Reaction notes

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