2,2-Dimethylpropane-1-sulfonyl chloride → (5RS,6RS)-8-(2,2-Dimethyl-propane-1-sulfonyl)-6-hydroxy-2-[4-(2,2,2-trifluoro-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 1260491Notes

Reaction equation

HRID 1260491 reaction equation
[OH:1][CH:2]1[CH2:23][NH:22][CH2:21][CH2:20][C:3]21[C:7](=[O:8])[N:6]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=1)[CH2:5][CH2:4]2.[CH3:24][C:25]([CH3:32])([CH3:31])[CH2:26][S:27](Cl)(=[O:29])=[O:28]>>[CH3:24][C:25]([CH3:32])([CH3:31])[CH2:26][S:27]([N:22]1[CH2:21][CH2:20][C:3]2([C:7](=[O:8])[N:6]([C:9]3[CH:14]=[CH:13][C:12]([CH2:15][C:16]([F:19])([F:17])[F:18])=[CH:11][CH:10]=3)[CH2:5][CH2:4]2)[CH:2]([OH:1])[CH2:23]1)(=[O:29])=[O:28]

Participants

3

Reactant 2

HCID 125746322,2-Dimethylpropane-1-sulfonyl chlorideHCID 58056621HCID 58056621, compound

Product 1

HCID 56602714(5RS,6RS)-8-(2,2-Dimethyl-propane-1-sulfonyl)-6-hydroxy-2-[4-(2,2,2-trifluoro-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

The title compound was prepared in analogy to example 2 step B from a mixture of (5SR,6RS)-6-hydroxy-2-[4-(2,2,2-trifluoro-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one (described in example 7 step B) and 2,2-dimethyl-propane-1-sulfonyl chloride. Light yellow solid. MS (ESI): 463.2 (MH+)

Sources & evidence

ORD record
ord-7fce3c4fc6614ad5800aeb3c24ea7062
Source dataset
uspto-grants-2013_06
Patent number
US08470843B2

Reaction notes

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