6-Chloronicotinic acid → HCID 68591615, compound

HRID 2190619Notes

Reaction equation

HRID 2190619 reaction equation
C(C1C=C(NC(=O)C2C=CC(C3CCNCC3)=CC=2)C=CC=1)(C)(C)C.Cl[C:27]1[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][N:28]=1.[C:36]([C:40]1[CH:41]=[C:42]([NH:46][C:47]([C:49]2[CH:54]=[CH:53][C:52]([N:55]3[CH2:60][CH2:59][N:58](C4C=CC(C(O)=O)=CC=4)[CH2:57][CH2:56]3)=[C:51](F)[CH:50]=2)=[O:48])[CH:43]=[CH:44][CH:45]=1)([CH3:39])([CH3:38])[CH3:37]>>[C:36]([C:40]1[CH:41]=[C:42]([NH:46][C:47]([C:49]2[CH:54]=[CH:53][C:52]([N:55]3[CH2:60][CH2:59][N:58]([C:27]4[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][N:28]=4)[CH2:57][CH2:56]3)=[CH:51][CH:50]=2)=[O:48])[CH:43]=[CH:44][CH:45]=1)([CH3:39])([CH3:37])[CH3:38]

Participants

4

Reactant 3

HCID 792226-Chloronicotinic acidHCID 59317976N-(3-tert-Butyl-phenyl)-4-piperidin-4-yl-benzamideHCID 593181934-{4-[4-(3-tert-Butyl-phenylcarbamoyl)-2-fluoro-phenyl]-piperazin-1-yl}-benzoic acid

Product 1

HCID 68591615HCID 68591615, compound

Procedure

6-{4-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperazin-1-yl}-nicotinic acid was synthesized from N-(3-tert-butyl-phenyl)-4-piperidin-4-yl-benzamide and 6-chloro-nicotinic acid in a manner similar to the one described in the synthesis of 4-{4-[4-(3-tert-butyl-phenylcarbamoyl)-2-fluoro-phenyl]-piperazin-1-yl}-benzoic acid above. LCMS calcd for C28H31N3O3 (m/e) 457, obsd 458 (M+H).

Sources & evidence

ORD record
ord-a402a29955ce403b9b756f98545bc41b
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Reaction notes

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