Ethylamine hydrochloride → HCID 11587880, compound

HRID 1866242Notes

Reaction equation

HRID 1866242 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.Cl.[CH2:23]([NH2:25])[CH3:24]>CO.C(Cl)Cl>[CH2:23]([NH:25][CH2:1][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)[CH3:24]

Participants

4

Reactant 2

HCID 11198Ethylamine hydrochlorideHCID 76850762HCID 76850762, compound

Product 1

HCID 11587880HCID 11587880, 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) (80 mg, 0.27 mmol) with ethylamine hydrochloride (23.9 mg, 0.30 mmol) as described in General Procedure X to afford lad (53.0 mg, 60.4%) as an ivory colored solid, tlc Rf=0.1 (10% MeOH/CH2Cl2-0.2% Et3N), m/z obs=326 (M+1).

Sources & evidence

ORD record
ord-1fa06fc433db4b46b2abc2629361ce3e
Source dataset
uspto-grants-2009_12
Patent number
US07629376B2

Reaction notes

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