(S)-2-(5-(4-chlorophenyl)-2,7-dimethylquinolin-6-yl)-2-hydroxyethyl pivalate → (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-2,7-dimethylquinolin-6-yl)ethyl pivalate

HRID 931712Notes

Reaction equation

HRID 931712 reaction equation
[C:1]([O:7][CH2:8][C@@H:9]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[C:10]1[C:11]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[C:12]2[C:17](=[CH:18][C:19]=1Cl)[N:16]=[C:15]([CH3:21])[CH:14]=[CH:13]2)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:34](OC[C@H](C1C(C2C=CC(Cl)=CC=2)=C2C(=CC=1C)N=C(C)C=C2)O)(=O)C(C)(C)C>>[C:1]([O:7][CH2:8][C@@H:9]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[C:10]1[C:11]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:34])[N:16]=[C:15]([CH3:21])[CH:14]=[CH:13]2)(=[O:6])[C:2]([CH3:3])([CH3:4])[CH3:5]

Participants

3

Reactant 2

HCID 66631253(S)-2-(5-(4-chlorophenyl)-2,7-dimethylquinolin-6-yl)-2-hydroxyethyl pivalateHCID 66631574(S)-2-tert-butoxy-2-(7-chloro-5-(4-chlorophenyl)-2-methylquinolin-6-yl)ethyl pivalate

Product 1

HCID 66631480(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-2,7-dimethylquinolin-6-yl)ethyl pivalate

Procedure

Compound 2I was prepared following the procedure used to prepare compound 1J of Example 1, except that (S)-2-(5-(4-chlorophenyl)-2,7-dimethylquinolin-6-yl)-2-hydroxyethyl pivalate (2H) was used instead of compound 1I. LCMS-ESI+ (m/z): 468.3, 470.3 (M+H)+.

Sources & evidence

ORD record
ord-d9a76bedf4b546ab8ca352df23c6d16a
Source dataset
uspto-grants-2016_03
Patent number
US09296758B2

Reaction notes

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