1-(4-Bromophenyl)-2,2-difluoroethan-1-ol → 2-(4-(2,2-Difluoro-1-hydroxyethyl)phenyl)-8-(3,3-dimethylbutanoyl)-2,8-diazaspiro[4.5]decan-1-one

HRID 2194156Notes

Reaction equation

HRID 2194156 reaction equation
CC(C)(C)CC(N1CCC2(C(=O)NCC2)CC1)=O.[CH3:19][C:20]([CH3:48])([CH3:47])[CH2:21][C:22]([N:24]1[CH2:46][CH2:45][C:27]2([C:31](=[O:32])[N:30]([C:33]3[CH:38]=[CH:37][C:36]([CH:39]([OH:44])[C:40](F)([F:42])[F:41])=[CH:35][CH:34]=3)[CH2:29][CH2:28]2)[CH2:26][CH2:25]1)=[O:23].BrC1C=CC(C(O)C(F)F)=CC=1>>[F:42][CH:40]([F:41])[CH:39]([C:36]1[CH:37]=[CH:38][C:33]([N:30]2[CH2:29][CH2:28][C:27]3([CH2:26][CH2:25][N:24]([C:22](=[O:23])[CH2:21][C:20]([CH3:19])([CH3:47])[CH3:48])[CH2:46][CH2:45]3)[C:31]2=[O:32])=[CH:34][CH:35]=1)[OH:44]

Participants

4

Reactant 3

HCID 159422041-(4-Bromophenyl)-2,2-difluoroethan-1-olHCID 595778948-(3,3-Dimethyl-butyryl)-2-[4-(2,2,2-trifluoro-1-hydroxy-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-oneHCID 595780148-(3,3-Dimethyl-butyryl)-2,8-diaza-spiro[4.5]decan-1-one

Product 1

HCID 595780222-(4-(2,2-Difluoro-1-hydroxyethyl)phenyl)-8-(3,3-dimethylbutanoyl)-2,8-diazaspiro[4.5]decan-1-one

Procedure

This material was prepared In analogy to example 162 step B) from 8-(3,3-dimethyl-butyryl)-2,8-diaza-spiro[4.5]decan-1-one, product of example 165 A) and 1-(4-bromo-phenyl)-2,2-difluoro-ethanol, described in example 176). Yellow solid. MS (ESI): 408.22 (MH+).

Sources & evidence

ORD record
ord-92f728cf48bb47489d7021ebbebb6c53
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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