(2S,5R)-1-Boc-2,5-dimethylpiperazine → (2S,5R,Z)-3-(2-{4-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(prop-1-en-1-yl)phenyl]-2,5-dimethylpiperazin-1-yl}-2-oxoethyl)-5-[4-(1-methylethoxy)phenyl]-5-methylimidazolidine-2,4-dione

HRID 1038562Notes

Reaction equation

HRID 1038562 reaction equation
C[C@H]1CN[C@H](C)CN1C(OC(C)(C)C)=O.[F:16][C:17]([F:63])([F:62])[C:18]([C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH:35]([CH3:36])[CH2:34][N:33]([C:37](=[O:57])[CH2:38][N:39]3[C:43](=[O:44])[C@@:42]([C:46]4[CH:51]=[CH:50][C:49]([O:52][CH:53]([CH3:55])[CH3:54])=[CH:48][CH:47]=4)([CH3:45])[NH:41][C:40]3=[O:56])[C@H:32]([CH3:58])[CH2:31]2)=[C:26](/[CH:59]=[CH:60]\[CH3:61])[CH:25]=1)([OH:23])[C:19]([F:22])([F:21])[F:20]>>[F:22][C:19]([F:20])([F:21])[C:18]([C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH:35]([CH3:36])[CH2:34][N:33]([C:37](=[O:57])[CH2:38][N:39]3[C:43](=[O:44])[C@:42]([C:46]4[CH:51]=[CH:50][C:49]([O:52][CH:53]([CH3:54])[CH3:55])=[CH:48][CH:47]=4)([CH3:45])[NH:41][C:40]3=[O:56])[C@@H:32]([CH3:58])[CH2:31]2)=[C:26](/[CH:59]=[CH:60]\[CH3:61])[CH:25]=1)([OH:23])[C:17]([F:63])([F:62])[F:16]

Participants

3

Reactant 2

HCID 11745988(2S,5R)-1-Boc-2,5-dimethylpiperazineHCID 86647203(2R,5S,Z)-3-(2-{4-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(prop-1-en-1-yl)phenyl]-2,5-dimethylpiperazin-1-yl}-2-oxoethyl)-5-(4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione

Product 1

HCID 86647205(2S,5R,Z)-3-(2-{4-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(prop-1-en-1-yl)phenyl]-2,5-dimethylpiperazin-1-yl}-2-oxoethyl)-5-[4-(1-methylethoxy)phenyl]-5-methylimidazolidine-2,4-dione

Procedure

(2S,5R)-tert-butyl 2,5-dimethylpiperazine-1-carboxylate was used in place of (2R,5S)-tert-butyl 2,5-dimethylpiperazine-1-carboxylate for a similar reaction and treatment as the preparation (2R,5S,Z)-3-(2-{4-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(prop-1-en-1-yl)phenyl]-2,5-dimethylpiperazin-1-yl}-2-oxoethyl)-5-[4-(1-methylethoxy)phenyl]-5-methylimidazolidine-2,4-dione of Example 14-1, and the title compound was obtained as a yellow oil.

Sources & evidence

ORD record
ord-89578fd42c72468895f7ceb58fd71a7d
Source dataset
uspto-grants-2013_10
Patent number
US08551985B2

Reaction notes

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