Triacetoxyborohydride → HCID 66627995, compound

HRID 1961638Notes

Reaction equation

HRID 1961638 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2([OH:16])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[C:17]([O:21][C:22](=[O:33])[NH:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([CH2:30][CH:31]=O)[CH2:26][CH2:25]1)([CH3:20])([CH3:19])[CH3:18].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C>ClCCCl>[C:17]([O:21][C:22](=[O:33])[NH:23][CH:24]1[CH2:25][CH2:26][CH:27]([CH2:30][CH2:31][N:13]2[CH2:14][CH2:15][C:10]([C:8](=[O:9])[C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)([OH:16])[CH2:11][CH2:12]2)[CH2:28][CH2:29]1)([CH3:20])([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 2724942TriacetoxyborohydrideHCID 15105361HCID 15105361, compoundHCID 178453924HCID 178453924, compound

Product 1

HCID 66627995HCID 66627995, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared from ((4-Fluoro-phenyl)-(4-hydroxy-piperidin-4-yl)-methanone and trans-[4-(2-Oxo-ethyl)-cyclohexyl]-carbamic acid tert-butyl ester according to the procedure described for the synthesis of (4-{2-Trans-[4-(4-Fluoro-benzoyl)-piperidin-1-yl]-ethyl}-cyclohexyl)-carbamic acid tert-butyl ester (intermediate E, example 1) in 1,2 dichloroethane using triacetoxyborohydride. MS (m/e): 451.1 (M+H+).

Sources & evidence

ORD record
ord-af688e31b52f4fa69bc1651eccf68ff1
Source dataset
uspto-grants-2013_04
Patent number
US08415350B2

Reaction notes

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