2-Fluorobenzoic acid → HCID 19783227, compound

HRID 257590Notes

Reaction equation

HRID 257590 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[N-]1C=CN=C1.[CH2:16]([C:20]1[C:24]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[C:36]([CH2:38][CH2:39][CH3:40])[CH:35]=[CH:34][C:33]=3[S:41](=[O:44])(=[O:43])[NH2:42])=[CH:28][C:27]=2[F:45])=[C:23]([C:46]#[N:47])[N:22]([C:48]2[CH:53]=[C:52]([N+:54]([O-:56])=[O:55])[CH:51]=[CH:50][C:49]=2[Cl:57])[N:21]=1)[CH2:17][CH2:18][CH3:19].C1CCN2C(=NCCC2)CC1>>[CH2:16]([C:20]1[C:24]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[C:36]([CH2:38][CH2:39][CH3:40])[CH:35]=[CH:34][C:33]=3[S:41](=[O:43])(=[O:44])[NH:42][C:4](=[O:6])[C:3]3[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=3[F:1])=[CH:28][C:27]=2[F:45])=[C:23]([C:46]#[N:47])[N:22]([C:48]2[CH:53]=[C:52]([N+:54]([O-:56])=[O:55])[CH:51]=[CH:50][C:49]=2[Cl:57])[N:21]=1)[CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 4

HCID 99352-Fluorobenzoic acidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 3386966ImidazolateHCID 19783203HCID 19783203, compound

Product 1

HCID 19783227HCID 19783227, compound

Procedure

By the method of Example 1, Step H, 2-fluorobenzoic acid is converted to its imidazolide and reacted with 3-n-butyl-1-(2-chloro-5-nitrophenyl)-4-[(3-fluoro-5'-n-propyl-2'-sulfamoylbiphenyl-4-yl)methyl]-1H-pyrazole-5-carbonitrile (from Step D) in the presence of DBU to give the title compound.

Sources & evidence

ORD record
ord-c2d829f9de6e4b1cae986cb0e71728a9
Source dataset
uspto-grants-1993_11
Patent number
US05262412

Reaction notes

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