2-Bromopyridine → HCID 178421627, compound

HRID 1983600Notes

Reaction equation

HRID 1983600 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[NH:8][C:9]1[S:10][CH:11]([CH3:15])[C:12](=[O:14])[N:13]=1.Br[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=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>>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[NH:8][C:9]1[S:10][C:11]([CH3:15])([C:21]2[CH:20]=[CH:19][N:18]=[CH:17][CH:22]=2)[C:12](=[O:14])[N:13]=1

Participants

5

Reactant 4

HCID 79732-BromopyridineHCID 178418261HCID 178418261, compoundHCID 178435098HCID 178435098, compoundHCID 178461986HCID 178461986, compound

Product 1

HCID 178421627HCID 178421627, compound

Procedure

The title compound was prepared from the reaction of 2-(bicyclo[2.2. 1]heptan-2-ylamino)-5-methylthiazol-4(5H)-one with bromopyridine using the procedure described for 2a. 4.0 equivalent of LiN(SiMe3)2 was used. MS (ESI, pos. ion) m/z: 302 (M+1). % de (chiral LC): 20%

Sources & evidence

ORD record
ord-3ebd37d85cf34f468973ff80fe2375ef
Source dataset
uspto-grants-2009_06
Patent number
US07541474B2

Reaction notes

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