2-Aminopropanamide → HCID 11703390, compound

HRID 1866244Notes

Reaction equation

HRID 1866244 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.[NH2:22][CH:23]([CH3:27])[C:24]([NH2:26])=[O:25]>CO.C(Cl)Cl>[C:24]([CH:23]([NH:22][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)[CH3:27])(=[O:25])[NH2:26]

Participants

4

Reactant 2

HCID 3502872-AminopropanamideHCID 76850762HCID 76850762, compound

Product 1

HCID 11703390HCID 11703390, 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 2-aminopropionamide (62.3 mg, 0.50 mmol) as described in General Procedure X to afford Iaf (39 mg, 62.9%) as an ivory colored solid, tlc Rf=0.5 (10% MeOH/CH2Cl2-0.2% Et3N), m/z obs=369 (M+1).

Sources & evidence

ORD record
ord-4e39f0b467624f86bd63a6b5734a040f
Source dataset
uspto-grants-2009_12
Patent number
US07629376B2

Reaction notes

Loading…