1,1,1-Trifluoro-2-(4-iodo-phenyl)-propan-2-ol → 8-(Isobutylsulfonyl)-2-(4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl)-2,8-diazaspiro[4.5]decan-1-one

HRID 2194149Notes

Reaction equation

HRID 2194149 reaction equation
[CH2:1]([S:5]([N:8]1[CH2:18][CH2:17][C:11]2([C:15](=[O:16])[NH:14][CH2:13][CH2:12]2)[CH2:10][CH2:9]1)(=[O:7])=[O:6])[CH:2]([CH3:4])[CH3:3].C(S(N1CCC2(C(=O)N(C3C=CC(C(O)C(F)(F)F)=CC=3)CC2)CC1)(=O)=O)C(C)C.[F:49][C:50]([F:62])([F:61])[C:51]([C:54]1[CH:59]=[CH:58][C:57](I)=[CH:56][CH:55]=1)([OH:53])[CH3:52]>>[CH2:1]([S:5]([N:8]1[CH2:18][CH2:17][C:11]2([C:15](=[O:16])[N:14]([C:57]3[CH:58]=[CH:59][C:54]([C:51]([OH:53])([CH3:52])[C:50]([F:61])([F:62])[F:49])=[CH:55][CH:56]=3)[CH2:13][CH2:12]2)[CH2:10][CH2:9]1)(=[O:6])=[O:7])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 151349391,1,1-Trifluoro-2-(4-iodo-phenyl)-propan-2-olHCID 595779518-(Isobutylsulfonyl)-2,8-diazaspiro[4.5]decan-1-oneHCID 595780298-(Isobutylsulfonyl)-2-(4-(2,2,2-trifluoro-1-hydroxyethyl)phenyl)-2,8-diazaspiro[4.5]decan-1-one

Product 1

HCID 595779858-(Isobutylsulfonyl)-2-(4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl)-2,8-diazaspiro[4.5]decan-1-one

Procedure

This material was prepared in analogy to example 162 step B) from 8-(isobutylsulfonyl)-2,8-diazaspiro[4.5]decan-1-one, product of example 167 A) and 1,1,1-trifluoro-2-(4-iodo-phenyl)-propan-2-ol (synthesis: H. Urata et al, Tetrahedron Letters; 1991; p 91). White crystalline solid. MS (ESI): 463.2 (MH+).

Sources & evidence

ORD record
ord-57920884eaf14f5683351b1f3822d581
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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