Cyclopentyl chloroformate → HCID 19744329, compound

HRID 2254180Notes

Reaction equation

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

Participants

Reactant 2

HCID 2735892Cyclopentyl chloroformate

HCID 19744339HCID 19744339, compound

Product 1

HCID 19744329HCID 19744329, compoundYield 53%

Procedure

Using a similar procedure to that described in EX.22, but starting from methyl 5-(6-aminoindol- 1-ylmethyl)furan-2-carboxylate and cyclopentyl chloroformate, there was obtained methyl 5-[6-(cyclopentyloxycarbonyl)aminoindol-1-ylmethyl]furan-2-carboxylate in 53% yield, as an off-white solid; partial NMR: 1.5-200 [br m, 8H, (CH2)4 ], 6.2 (d, 1H, CH.CH=C), 6.6 (br.s, 1H,NH).

Sources & evidence

ORD record: ord-6f2c87c728d041ab9583854b2b04fe00
Source dataset: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05234942

Reaction notes

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