Cyclopentyl chloroformate → HCID 19744351, compound

HRID 358750Notes

Reaction equation

Cl[C:2]([O:4][CH:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:3].[NH2:10][C:11]1[CH:19]=[C:18]2[C:14]([CH:15]=[CH:16][N:17]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([NH:28][S:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)(=[O:31])=[O:30])=[O:27])=[CH:13][CH:12]=1>>[CH:5]1([O:4][C:2]([NH:10][C:11]2[CH:19]=[C:18]3[C:14]([CH:15]=[CH:16][N:17]3[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([NH:28][S:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)(=[O:31])=[O:30])=[O:27])=[CH:13][CH:12]=2)=[O:3])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

Reactant 2

HCID 2735892Cyclopentyl chloroformate

HCID 19744387HCID 19744387, compound

Product 1

HCID 19744351HCID 19744351, compoundYield 51%

Procedure

Using a similar procedure to that described in Example 157, but using cyclopentyl chloroformate and N-(7-[6-aminoindol-1-yl]heptanoyl)benzenesulphonamide, N-(7-[6-(cyclopentyloxycarbonyl)aminoindol-1-yl]heptanoyl)benzenesulphonamide was obtained in 51% yield as a solid, m.p. 74°-76° C.; microanalysis, found, C,62.74; H,6.54; N,7.84%; C27H33N3O5S, 1/4H2O requies: C, 62.83; H,6.54; N,8.14%.

Sources & evidence

ORD record: ord-a8afba1499b64b759a9b1d58c6e62a90
Source dataset: uspto-grants-1991_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04997844

Reaction notes

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