5-(Nitrooxy)pentanoic acid pentafluorophenyl ester → HCID 178441676, compound

HRID 2241111Notes

Reaction equation

HRID 2241111 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]3[NH:30][N:29]=[N:28][N:27]=3)=[CH:16][CH:15]=2)[C:7]([CH2:11][OH:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].FC1C([O:38][C:39](=O)[CH2:40][CH2:41][CH2:42][CH2:43][O:44][N+:45]([O-:47])=[O:46])=C(F)C(F)=C(F)C=1F>CN(C1C=CN=CC=1)C>[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]3[NH:30][N:29]=[N:28][N:27]=3)=[CH:16][CH:15]=2)[C:7]([CH2:11][O:12][C:39]([CH2:40][CH2:41][CH2:42][CH2:43][O:44][N+:45]([O-:47])=[O:46])=[O:38])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 116384705-(Nitrooxy)pentanoic acid pentafluorophenyl esterHCID 178441684HCID 178441684, compound

Product 1

HCID 178441676HCID 178441676, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Using the same procedure described in Example 1 but starting from 2-Butyl-4-chloro-1-[[2′-(1H-tetrazol-5-yl)[1,1′-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol (Losartan) (0.93 g, 2.19 mmol) and 5-(nitrooxy)pentanoic acid pentafluorophenyl ester (0.72 g, 2.19 mmol) TEA (0.30 ml, 2.19 mmol), DMAP (0.27 g, 2.19 mmol) after purification with Flash chromatography of the residue (CH2Cl2/MeOH 98:2) the title compound (0.72 g, 60%) was obtained as a white foam.

Workup

  1. customafter purification with Flash chromatography of the residue (CH2Cl2/MeOH 98:2) the title compound (0.72 g, 60%)
  2. customwas obtained as a white foam

Sources & evidence

ORD record
ord-388b1b74d9d84d92b9b331fffc1f2079
Source dataset
uspto-grants-2010_05
Patent number
US07723529B2

Reaction notes

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