2,2-Dimethylsuccinic anhydride → 4-[4-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-2,2-dimethyl-4-oxo-butyric acid

HRID 551513

Reaction equation

HRID 551513 reaction equation
FC1C(F)=CC(C2C=CC(OCC3C=CC=C4C=3C=CN4C(=O)CCC(O)=O)=CC=2)=C(OC)C=1.[F:35][C:36]1[C:41]([F:42])=[CH:40][C:39]([C:43]2[CH:48]=[CH:47][C:46]([O:49][CH2:50][C:51]3[CH:59]=[CH:58][CH:57]=[C:56]4[C:52]=3[CH:53]=[CH:54][NH:55]4)=[CH:45][CH:44]=2)=[C:38]([O:60][CH3:61])[CH:37]=1.[CH3:62][C:63]1([CH3:70])[CH2:68][C:67](=[O:69])[O:66][C:64]1=[O:65]>>[F:35][C:36]1[C:41]([F:42])=[CH:40][C:39]([C:43]2[CH:48]=[CH:47][C:46]([O:49][CH2:50][C:51]3[CH:59]=[CH:58][CH:57]=[C:56]4[C:52]=3[CH:53]=[CH:54][N:55]4[C:67](=[O:69])[CH2:68][C:63]([CH3:70])([CH3:62])[C:64]([OH:66])=[O:65])=[CH:45][CH:44]=2)=[C:38]([O:60][CH3:61])[CH:37]=1

Participants

4

Reactant 3

HCID 870672,2-Dimethylsuccinic anhydrideHCID 529397424-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-1H-indoleHCID 529397434-[4-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-4-oxo-butyric acid

Product 1

HCID 529397444-[4-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-2,2-dimethyl-4-oxo-butyric acid

Procedure

4-[4-(4′,5′-Difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-2,2-dimethyl-4-oxo-butyric acid was synthesized by a procedure similar to 4-[4-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-4-oxo-butyric acid from starting materials 4-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-1H-indole and 2,2-dimethyl-succinic anhydride to yield the product as a white solid (13 mg, 27%). LC-MS (ES) calculated for C28H25F2NO5, 493.2; found m/z 494 [M+H]+.

Sources & evidence

ORD record
ord-d4f3e0c4f47646cf8b62e07c8b7e0ed5
Source dataset
uspto-grants-2011_05
Patent number
US07947728B1

Linked notes

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