HCID 67344371, compound → HCID 69126371, compound

HRID 1670039Notes

Reaction equation

HRID 1670039 reaction equation
C([CH:18]1[CH:21]([NH:22][C@H:23]([CH2:44][C:45]2[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=2)[C:24]([NH:26][N:27]2[CH2:31][CH2:30][C@H:29]([N:32]([CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]3)[C:33](=[O:37])[CH:34]([CH3:36])[CH3:35])[CH2:28]2)=[O:25])[CH2:20][N:19]1[CH3:52])(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O>N1CCCCC1.CN(C=O)C>[CH3:52][N:19]1[CH2:20][CH:21]([NH:22][C@H:23]([CH2:44][C:45]2[CH:46]=[CH:47][C:48]([Cl:51])=[CH:49][CH:50]=2)[C:24]([NH:26][N:27]2[CH2:31][CH2:30][C@H:29]([N:32]([CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]3)[C:33](=[O:37])[CH:34]([CH3:36])[CH3:35])[CH2:28]2)=[O:25])[CH2:18]1

Participants

3

Reactant 1

HCID 67344371HCID 67344371, compound

Product 1

HCID 69126371HCID 69126371, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 23501187piperidine N,N-dimethylformamideSolvent

Procedure

(2R)-2-{Fmoc[1-(methyl)azetidine-3-yl]}amino-N-{(3S)-3-[cyclohexyl(isobutyryl)amino]pyrrolidine-1-yl}-3-(4-chlorophenyl)propionamide prepared in Step D (71.1 mg, 1 mmol) was dissolved in 50% of piperidine-DMF (2 mL). After being stirred 30 min., the reaction mixture was concentrated in vacuo, and the residue was purified by HPLC to give the title compound (52 mg, 73.5%).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-3dea320d2fa04d588423d80232581d00
Source dataset
uspto-grants-2011_08
Patent number
US07989634B2

Reaction notes

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