4-Butylaniline → HCID 11590033, compound

HRID 2075861Notes

Reaction equation

HRID 2075861 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([NH2:14])=[O:13])=[C:6]2[S:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O.[CH2:22]([C:26]1[CH:32]=[CH:31][C:29]([NH2:30])=[CH:28][CH:27]=1)[CH2:23][CH2:24][CH3:25]>CO.C(Cl)Cl>[CH2:22]([C:26]1[CH:27]=[CH:28][C:29]([NH:30][CH2:1][C:3]2[CH:4]=[C:5]3[C:9](=[CH:10][CH:11]=2)[NH:8][C:7]([C:12]([NH2:14])=[O:13])=[C:6]3[S:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:31][CH:32]=1)[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 2

HCID 76944-ButylanilineHCID 76850762HCID 76850762, compound

Product 1

HCID 11590033HCID 11590033, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Treat 5-formyl-3-phenylsulfanyl-1H-indole-2-carboxylic acid amide 13 (m=0, R3=Ph) (50 mg, 0.17 mmol) with 4-butylaniline (74 mg, 0.50 mmol) as described in General Procedure X to afford Iah (17 mg, 23.4%) as an ivory colored solid, tlc Rf=0.8 (5% MeOH/CH2Cl2−0.2% Et3N), m/z obs=430 (M+1).

Sources & evidence

ORD record
ord-42f3d3f7fb85493e98d97fe288895345
Source dataset
uspto-grants-2011_04
Patent number
US07923466B2

Reaction notes

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