1-(4-Bromo-phenyl)-2,2-difluoro-propan-1-ol → 2-(4-(2,2-Difluoro-1-hydroxypropyl)phenyl)-8-(3,3-dimethylbutanoyl)-2,8-diazaspiro[4.5]decan-1-one

HRID 2194154Notes

Reaction equation

HRID 2194154 reaction equation
[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][C:4]([N:6]1[CH2:16][CH2:15][C:9]2([C:13](=[O:14])[NH:12][CH2:11][CH2:10]2)[CH2:8][CH2:7]1)=[O:5].CC(C)(C)CC(N1CCC2(C(=O)N(C3C=CC(C(O)C(F)(F)F)=CC=3)CC2)CC1)=O.Br[C:50]1[CH:55]=[CH:54][C:53]([CH:56]([OH:61])[C:57]([F:60])([F:59])[CH3:58])=[CH:52][CH:51]=1>>[F:59][C:57]([F:60])([CH3:58])[CH:56]([C:53]1[CH:52]=[CH:51][C:50]([N:12]2[CH2:11][CH2:10][C:9]3([CH2:15][CH2:16][N:6]([C:4](=[O:5])[CH2:3][C:2]([CH3:18])([CH3:17])[CH3:1])[CH2:7][CH2:8]3)[C:13]2=[O:14])=[CH:55][CH:54]=1)[OH:61]

Participants

4

Reactant 3

HCID 237295141-(4-Bromo-phenyl)-2,2-difluoro-propan-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 595779052-(4-(2,2-Difluoro-1-hydroxypropyl)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-propan-1-ol (synthesis: R. Mogi, et al, Journal of Fluorine Chemistry; 10; 2007; p 1098). White solid. MS (ESI): 423.24 (MH+).

Sources & evidence

ORD record
ord-0557d2fe765448f2b2a90ba0927c1e62
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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