2-(4-Iodophenyl)propan-2-ol → 2-[4-(1-Hydroxy-1-methyl-ethyl)-phenyl]-8-(2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194153Notes

Reaction equation

HRID 2194153 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([N:12]1[CH2:22][CH2:21][C:15]2([C:19](=[O:20])[NH:18][CH2:17][CH2:16]2)[CH2:14][CH2:13]1)(=[O:11])=[O:10].FC(F)(F)C(C1C=CC(N2CCC3(CCN(S(C4C=CC=CC=4C(F)(F)F)(=O)=O)CC3)C2=O)=CC=1)O.I[C:62]1[CH:67]=[CH:66][C:65]([C:68]([OH:71])([CH3:70])[CH3:69])=[CH:64][CH:63]=1>>[OH:71][C:68]([C:65]1[CH:66]=[CH:67][C:62]([N:18]2[CH2:17][CH2:16][C:15]3([CH2:21][CH2:22][N:12]([S:9]([C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=4[C:2]([F:1])([F:23])[F:24])(=[O:11])=[O:10])[CH2:13][CH2:14]3)[C:19]2=[O:20])=[CH:63][CH:64]=1)([CH3:70])[CH3:69]

Participants

4

Reactant 3

HCID 539961442-(4-Iodophenyl)propan-2-olHCID 595779268-(2-Trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-oneHCID 595779442-(4-(2,2,2-Trifluoro-1-hydroxyethyl)phenyl)-8-(2-(trifluoromethyl)phenylsulfonyl)-2,8-diazaspiro[4.5]decan-1-one

Product 1

HCID 595778912-[4-(1-Hydroxy-1-methyl-ethyl)-phenyl]-8-(2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

Procedure

This material was prepared In analogy to example 162 step B) from 8-(2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one, product of example 166 A) and 2-(4-iodo-phenyl)-propan-2-ol (synthesis: Brown et al.; JACS; 79; 1957, p 1906). Light yellow solid. MS (ESI): 497.17 (MH+).

Sources & evidence

ORD record
ord-acf0b2c785e140fa96e209fcef4c145b
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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