Cyclopentylacetic acid → HCID 14763122, compound

HRID 2254183Notes

Reaction equation

[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[CH2:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][C:13]=2[O:22][CH3:23])=[CH:4][CH:3]=1.[CH:24]1([CH2:29][C:30](O)=[O:31])[CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH:24]1([CH2:29][C:30]([NH:1][C:2]2[CH:10]=[C:9]3[C:5]([CH2:6][CH2:7][N:8]3[CH2:11][C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][C:13]=3[O:22][CH3:23])=[CH:4][CH:3]=2)=[O:31])[CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

Reactant 2

HCID 71606Cyclopentylacetic acid

HCID 14763121HCID 14763121, compound

Product 1

HCID 14763122HCID 14763122, compoundYield 26%

Procedure

Using a similar procedure to that described in Example 185, but starting from methyl 4-(6-aminoindolin-1-ylmethyl)-3-methoxybenzoate and 2-cyclopentylacetic acid, there was obtained methyl 4-[6-(2-cyclopentylacetamido) indolin-1-ylmethyl]-3-methoxybenzoate in 26% yield as an off-white solid, partial NMR: 2.3 (br s,3H,CHCH2), 3.0 (t,2H,H3 -indoline), 3.4 (t,2H,H2 -indoline).

Sources & evidence

ORD record: ord-85f48a241c484698bc90dad4fc799fda
Source dataset: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05234942

Reaction notes

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