Methyl 4-bromobenzoate → HCID 178497560, compound

HRID 1983602Notes

Reaction equation

HRID 1983602 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].[CH3:18][O:19][C:20](=[O:28])[C:21]1[CH:26]=[CH:25][C:24](Br)=[CH:23][CH:22]=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:24]3[CH:25]=[CH:26][C:21]([C:20]([O:19][CH3:18])=[O:28])=[CH:22][CH:23]=3)([CH3:1])[C:3](=[O:17])[N:4]=2)[CH3:9])=[CH:11][CH:12]=1

Participants

5

Reactant 4

HCID 12081Methyl 4-bromobenzoateHCID 178418261HCID 178418261, compoundHCID 178435111HCID 178435111, compoundHCID 178461986HCID 178461986, compound

Product 1

HCID 178497560HCID 178497560, compound

Procedure

The title compound was prepared from the reaction of 5-methyl-2-((S)-1-(4-fluorophenyl)ethylamino)thiazol-4(5H)-one with methyl-4-bromobenzoate using the procedure described for 2a. 2.0 equivalent of NaN(SiMe3)2 or LiN(SiMe3)2 with reaction temperature of 50° C. was used. MS (ESI, pos. ion) m/z: 387 (M+1).

Sources & evidence

ORD record
ord-cfb83e446eba41d6b65c4c1210cc72cd
Source dataset
uspto-grants-2009_06
Patent number
US07541474B2

Reaction notes

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