1,2-Dichloroethane → HCID 24740012, compound

HRID 1912481Notes

Reaction equation

HRID 1912481 reaction equation
[C:1]([NH:9][CH2:10][C:11]([OH:13])=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:17][CH:16]=1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([N:21]2[CH2:26][CH2:25][N:24]([C:11](=[O:13])[CH2:10][NH:9][C:1](=[O:8])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:23][CH2:22]2)=[CH:19][CH:20]=1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 464Hippuric AcidHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 974781-(4-Chlorophenyl)piperazine

Product 1

HCID 24740012HCID 24740012, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of N-benzoyl glycine (1.2 equiv.), 4-chlorophenyl piperazine (1 equiv), HOBt (1.2 equiv) and EDC (1.2 equiv) in DMF was added DIPEA (1.2 equiv). Upon completion of addition the resulting mixture was stirred for 12 h. After this time, the mixture was purified directly via preparative HPLC to provide Example 31. MS found 358.3 (M+H).

Workup

  1. additionUpon completion of addition the resulting mixture
  2. customAfter this time, the mixture was purified directly via preparative HPLC
  3. customto provide Example 31

Sources & evidence

ORD record
ord-8f008a11947648bd86070981ece1199e
Source dataset
uspto-grants-2013_12
Patent number
US08609664B2

Reaction notes

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