Ethyl Acetate → HCID 25029709, compound

HRID 1436383Notes

Reaction equation

HRID 1436383 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([NH:13][CH:14]([CH3:17])[CH2:15][OH:16])[S:11][CH:12]=2)=[CH:4][CH:3]=1.[C:18](OCC)(=[O:20])C>CCCCCC>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([N:13]3[CH:14]([CH3:17])[CH2:15][O:16][C:18]3=[O:20])[S:11][CH:12]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 86618586HCID 86618586, compound

Product 1

HCID 25029709HCID 25029709, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

In the same manner as described in step 4 of Example 1, replacing (2R)-2-{[4-(4-bromophenyl)-1,3-thiazol-2-yl]amino}propan-1-ol with 2-{[4-(4-bromophenyl)-1,3-thiazol-2-yl]amino}propan-1-ol, prepared in the previous step, and purification by flash chromatography using a solvent gradient of 10 to 30% ethyl acetate in hexane gave the title compound (293 mg, 64%) as a white solid; mp 189-190° C.; MS (ESI) m/z 339 [M+H]+. Anal. Calcd for C13H11BrN2O2S: C, 46.03; H, 3.27; N, 8.26. Found: C, 45.83; H, 3.25; N, 8.07. HRMS: calcd for C13H, BrN2O2S+H+, 338.97973; found (ESI, [M+H]+), 338.9784.

Workup

  1. customprepared in the previous step, and purification by flash chromatography

Sources & evidence

ORD record
ord-6969b7184c434132b769e3fdf7cbece7
Source dataset
uspto-grants-2009_11
Patent number
US07618990B2

Reaction notes

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