HCID 68687354, compound → HCID 68688037, compound

HRID 1991404Notes

Reaction equation

HRID 1991404 reaction equation
[O:1]([CH2:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]1[C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=2)[N:18]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[N:32](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[O:1]([CH2:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]1[C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:30]=[CH:29][C:25]([C:26]([NH2:32])=[O:27])=[CH:24][CH:23]=2)[N:18]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 68687354HCID 68687354, compoundHCID 86612873HCID 86612873, compound

Product 1

HCID 68688037HCID 68688037, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

34 mg of (R)-4-{5-[1-(2-Phenoxy-acetyl)-piperidin-2-yl]-[1,2,4]oxadiazol-3-yl}-benzoic acid were treated with 1 eq HATU/DIPEA in DMF and added to 1 eq of Rink-Resin. The reaction was shaken overnight at room temperature. The resin was washed with DMF, MeOH, DCM (3 times each) and then treated with TFA/DCM (1:1) for 2 h. The resulting yellow oil was purified via preparative HPLC.

Workup

  1. washThe resin was washed with DMF, MeOH, DCM (3 times each) and
  2. additionthen treated with TFA/DCM (1:1) for 2 h
  3. customThe resulting yellow oil was purified via preparative HPLC

Sources & evidence

ORD record
ord-a53a139e33ee4da9983ac39e28a1d6ef
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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