Dichloromethane → HCID 86603104, compound

HRID 855419Notes

Reaction equation

HRID 855419 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]([OH:13])=O)=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.[C:14]([C:18]1[CH:34]=[CH:33][C:21]([CH2:22][NH:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15].C(Cl)Cl.CCN=C=NCCCN(C)C.Cl>>[C:14]([C:18]1[CH:34]=[CH:33][C:21]([CH2:22][N:23]([CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)[C:11]([C:8]2[CH:9]=[CH:10][C:2]([Cl:1])=[C:3]3[C:7]=2[NH:6][CH:5]=[CH:4]3)=[O:13])=[CH:20][CH:19]=1)([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 29792506(4-Tert-butylbenzyl)-[2-(4-chlorophenyl)-ethyl]-amineHCID 693468504-Chloro-1H-indole-7-carboxylic acid

Product 1

HCID 86603104HCID 86603104, compoundYield 72.3%

Procedure

To a solution of 64 mg (0.33 mmol) of 4-chloro-1H-indole-7-carboxylic acid and 91 mg (0.3 mmol) of (4-tert-butyl-benzyl)-[2-(4-chloro-phenyl)-ethyl]-amine in 3 ml DCM 63 mg (0.33 mmol) of EDC.HCl were added and the reaction mixture was stirred over night at rt. The product was purified by column chromatography (25 g silica gel; heptane/EtOAc 7:3) to yield 104 mg (72%) product as a light yellow foam. MS (ISP) 479.1 (M+H)+.

Workup

  1. customThe product was purified by column chromatography (25 g silica gel; heptane/EtOAc 7:3)

Sources & evidence

ORD record
ord-ca7d7f3976b249e69e1e4808370c8cc7
Source dataset
uspto-grants-2007_08
Patent number
US07259183B2

Reaction notes

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