4-Butoxybenzoic acid → 4-Butoxybenzoic acid

HRID 1354716Notes

Reaction equation

HRID 1354716 reaction equation
[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].C(OC1C=CC(C([NH:26][C:27]2[CH:32]=[CH:31][C:30]([N:33]3[CH2:41][CH2:40][C:35]4([O:39][CH2:38][CH2:37][O:36]4)[CH2:34]3)=[C:29]([F:42])[CH:28]=2)=O)=CC=1)CCC>>[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[O:36]1[C:35]2([CH2:40][CH2:41][N:33]([C:30]3[CH:31]=[CH:32][C:27]([NH2:26])=[CH:28][C:29]=3[F:42])[CH2:34]2)[O:39][CH2:38][CH2:37]1

Participants

4

Reactant 2

HCID 729714-Butoxybenzoic acidHCID 211054794-butoxy-N-[4-(1,4-dioxa-7-azaspiro[4.4]non-7-yl)-3-fluorophenyl]benzamide

Product 2

HCID 729714-Butoxybenzoic acidHCID 211054314-(1,4-Dioxa-7-azaspiro[4.4]non-7-yl)-3-fluorophenylamine

Procedure

4-Butoxy-N-[4-(3-oxopyrrolidin-1-yl)-phenyl]benzamide was obtained using 4-butoxybenzoic acid in an analogous way. Likewise, 4-butoxybenzoic acid and 4-(1,4-dioxa-7-azaspiro[4.4]non-7-yl)-3-fluorophenylamine initially resulted in 4-butoxy-N-[4-(1,4-dioxa-7-azaspiro[4.4]non-7-yl)-3-fluorophenyl]benzamide which, after methylation by method F and treatment with para-toluenesulfonic acid as described above, afforded 4-butoxy-N-[3-fluoro-4-(3-oxopyrrolidin-1-yl)phenyl]benzamide.

Sources & evidence

ORD record
ord-da50b4e078a546e6975e371376c3f3ff
Source dataset
uspto-grants-2007_05
Patent number
US07223788B2

Reaction notes

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