4-(Benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amide dihydrochloride → 4-(4-methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid

HRID 2267846Notes

Reaction equation

HRID 2267846 reaction equation
CC[O:3][C:4]([C:6]1[N:7](C(OC(C)(C)C)=O)[C:8]2[C:13]([CH:14]=1)=[C:12]([O:15][CH2:16][C:17]1[C:21]3[C:22]([O:26][CH3:27])=[CH:23][CH:24]=[CH:25][C:20]=3[O:19][CH:18]=1)[CH:11]=[CH:10][CH:9]=2)=[O:5].Cl.Cl.[C@H]1(CN2CCC(NC(C3NC4C(C=3)=C(OCC3C5C=CC=CC=5OC=3)C=CC=4)=O)CC2)[C@@H]2N(CCCC2)CCC1>>[CH3:27][O:26][C:22]1[C:21]2[C:17]([CH2:16][O:15][C:12]3[CH:11]=[CH:10][CH:9]=[C:8]4[C:13]=3[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]4)=[CH:18][O:19][C:20]=2[CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 668414964-(Benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amide dihydrochlorideHCID 668415734-(4-Methoxy-benzofuran-3-ylmethoxy)-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Product 1

HCID 668413694-(4-methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid

Procedure

The title compound is prepared from ester 125 by cleavage with KOH/EtOH/THF (as described in example 50 for 105).

Sources & evidence

ORD record
ord-05202c8ca89449d19cc582193617ffef
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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