Propylamine hydrochloride → HCID 11695786, compound

HRID 2075858Notes

Reaction equation

HRID 2075858 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]([NH2:26])[CH2:24][CH3:25]>CO.C(Cl)Cl>[C:16]1([S:15][C:6]2[C:5]3[C:9](=[CH:10][CH:11]=[C:3]([CH2:1][NH:26][CH2:23][CH2:24][CH3:25])[CH:4]=3)[NH:8][C:7]=2[C:12]([NH2:14])=[O:13])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 11165Propylamine hydrochlorideHCID 76850762HCID 76850762, compound

Product 1

HCID 11695786HCID 11695786, 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 propylamine hydrochloride (28 mg, 0.30 mmol) as described in General Procedure X to afford Iae (41.0 mg, 44.8%) as an ivory colored solid, tlc Rf=0.1 (10% MeOH/CH2Cl2−0.2% Et3N), m/z obs=340 (M+1).

Sources & evidence

ORD record
ord-31d7180a69894a36a776dd7c31305e0b
Source dataset
uspto-grants-2011_04
Patent number
US07923466B2

Reaction notes

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