2-(4-Bromophenyl)propan-2-ol → HCID 178461985, compound

HRID 1983597Notes

Reaction equation

[CH3:1][CH:2]1[S:6][C:5]([NH:7][C@H:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH3:9])=[N:4][C:3]1=[O:17].Br[C:19]1[CH:24]=[CH:23][C:22]([C:25]([OH:28])([CH3:27])[CH3:26])=[CH:21][CH:20]=1.CC1(C2C=CC(C#N)=CC=2)SC(N[C@H](C2C=CC=CC=2C(F)(F)F)C)=NC1=O.[Li]N([Si](C)(C)C)[Si](C)(C)C>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([C@@H:8]([NH:7][C:5]2[S:6][C:2]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([OH:28])([CH3:27])[CH3:26])=[CH:21][CH:20]=3)([CH3:1])[C:3](=[O:17])[N:4]=2)[CH3:9])=[CH:11][CH:12]=1

Participants

Reactant 4

HCID 126819202-(4-Bromophenyl)propan-2-ol

HCID 178418261HCID 178418261, compound

HCID 178435111HCID 178435111, compound

HCID 178461986HCID 178461986, compound

Product 1

HCID 178461985HCID 178461985, compound

Procedure

The title compound was prepared from the reaction of 5-methyl-2-((S)-1-(4-fluorophenyl)ethylamino)thiazol-4(5H)-one with 2-(4-bromophenyl)propan-2-ol using the procedure described for 2a. 4.0 equivalents of LiN(SiMe3)2 was used. MS (ESI, pos. ion) m/z: 387 (M+1).

Sources & evidence

ORD record: ord-0504931a0c544a4b921d6151e257a150
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07541474B2

Reaction notes

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