2-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic Acid → 2-(2-Morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid, (S)-1-(5-phenyl-[1,2,4]oxadiazole-3-carbonyl)-propyl-amide

HRID 1830199Notes

Reaction equation

HRID 1830199 reaction equation
[N:1]1([C:7](=[O:22])[CH2:8][CH:9]([CH2:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]([OH:12])=O)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:23][CH:24]([CH2:38][CH3:39])[C@@H:25]([C:27]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:29][N:28]=1)[OH:26]>>[C:32]1([C:30]2[O:29][N:28]=[C:27]([C:25]([C@@H:24]([NH:23][C:10](=[O:12])[CH:9]([CH2:8][C:7]([N:1]3[CH2:2][CH2:3][O:4][CH2:5][CH2:6]3)=[O:22])[CH2:13][CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:38][CH3:39])=[O:26])[N:31]=2)[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 98576732-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic AcidHCID 67301524(S)-2-Amino-1-(5-phenyl-1,2,4-oxadiazol-3-yl)-butan-1-ol

Product 1

HCID 586495082-(2-Morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid, (S)-1-(5-phenyl-[1,2,4]oxadiazole-3-carbonyl)-propyl-amide

Procedure

Similarly prepared according to the procedure for Example 43 but using 2-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid and (S)-2-amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol; MS: 541 (M+Na), LCMS retention time 4.44 and 4.53 min; 1H NMR (CDCl3) 8.18 (d, J=7 Hz, 2H), 7.69–7.51 (m, 3H), 7.27–7.10 (m, 5H), 6.99–6.7 (d, J=7 Hz, 1H), 5.38 (m, 1H), 3.70–3.36 (m, 8H), 2.99–2.56 (m, 4H), 2.27 (m, 1H), 2.11 (m, 1H), 1.87–1.60 (m, 4H), 1.44 (m, 1H), 1.02–0.97 (dt, J=7 Hz, 3H).

Workup

  1. customSimilarly prepared
  2. custom541 (M+Na), LCMS retention time 4.44 and 4.53 min

Sources & evidence

ORD record
ord-0a5a6422922c445cb86f90c6c1bb45a1
Source dataset
uspto-grants-2006_06
Patent number
US07064123B1

Reaction notes

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