Dicyclohexylcarbodiimide → HCID 49802588, compound

HRID 2406652Notes

Reaction equation

HRID 2406652 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:5]2[C:18](=[O:28])[CH2:19][CH:20]([CH3:27])[CH2:21][C:22](=[O:26])C(O)=O.[C:29]1([C@H:35]([NH2:37])[CH3:36])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C1CCC(N=C=NC2CCCCC2)CC1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:5]2[C:18](=[O:28])[CH2:19][CH:20]([CH3:27])[CH2:21][C:22]([NH:37][CH:35]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH3:36])=[O:26]

Participants

7

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 516892Sodium BicarbonateHCID 6431891-Phenethylamine, (+)-HCID 66644104HCID 66644104, compound

Product 1

HCID 49802588HCID 49802588, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

To the solution of 6-(5-chloro-2-hexyl-1-methyl-1H-indol-3-yl)-4-methyl-2,6-dioxohexanoic acid in methylene chloride was added (R)-1-phenylethanamine followed by the addition of DCC and DMAP and was stirred for 30 minutes. The reaction mixture was treated with sodium bicarbonate and methylene chloride. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-01bf8e7594cd4f98aac64ed5190d919a
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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