Propanoyl chloride, 3-bromo- → HCID 68688175, compound

HRID 1991420Notes

Reaction equation

HRID 1991420 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][N:14]3[C:19](=[O:28])[CH2:20][O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[NH:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1.Br[CH2:30][CH2:31][C:32](Cl)=[O:33]>CCN(C(C)C)C(C)C>[O:21]([CH2:20][C:19]([N:14]1[CH2:15][CH2:16][CH2:17][CH2:18][C@@H:13]1[C:10]1[NH:11][N:12]=[C:8]([C:4]2[CH:3]=[C:2]([N:1]3[CH2:30][CH2:31][C:32]3=[O:33])[CH:7]=[CH:6][CH:5]=2)[N:9]=1)=[O:28])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 84944Propanoyl chloride, 3-bromo-HCID 686871381-{2-[5-(3-Amino-phenyl)-2H-[1,2,4]triazol-3-yl]-piperidin-1-yl}-2-phenoxy-ethanone

Product 1

HCID 68688175HCID 68688175, compound

Reagents, catalysts & solvents 1

HCID 81531DiisopropylethylamineSolvent

Procedure

75 mg of 1-{2-[5-(3-Amino-phenyl)-2H-[1,2,4]triazol-3-yl]-piperidin-1-yl}-2-phenoxy-ethanone were dissolved in MDF and 40 ul DIPEA added. 34 mg of 3-Bromo-propionyl chloride were added at 0° C. and the reaction warmed up to rt and stirred for another 30 min. The reaction mixture was heated to 120° C. using microwave heating and the product was isolated via preparative HPLC.

Workup

  1. additionadded
  2. temperatureThe reaction mixture was heated to 120° C.
  3. temperatureheating
  4. customthe product was isolated via preparative HPLC

Sources & evidence

ORD record
ord-aa6e1097c2834c3d944ea2cefe960780
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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