3-Chloropropionyl chloride → HCID 59190271, compound

HRID 1645268Notes

Reaction equation

HRID 1645268 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11](/[CH:13]=[C:14]3/[C:15](=[O:23])[NH:16][C:17]4[C:22]/3=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[Cl:24][CH2:25][CH2:26][C:27](Cl)=[O:28]>C(Cl)Cl>[Cl:24][CH2:25][CH2:26][C:27]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[O:12][C:11](/[CH:13]=[C:14]3/[C:15](=[O:23])[NH:16][C:17]4[C:22]/3=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:10][CH:9]=2)[CH:3]=1)=[O:28]

Participants

4

Reactant 2

HCID 693643-Chloropropionyl chlorideHCID 59190119HCID 59190119, compound

Product 1

HCID 59190271HCID 59190271, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (E)-3-((5-(3-aminophenyl)furan-2-yl)methylene)indolin-2-one (80 mg, 0.26 mmol) and TEA (0.11 mL, 0.79 mol) in DCM (5.0 mL) was added 3-chloropropanoyl chloride (0.04 mL, 0.42 mmol). The reaction was stirred for 20 min and the precipitate was collected by filtration to yield desired (E)-3-chloro-N-(3-(5-((2-oxoindolin-3-ylidene)methyl)furan-2-yl)phenyl)propanamide. LCMS (ES): m/z 357 [M+1-Cl]+.

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-2d69748287e5488f91865c0c8c411ebf
Source dataset
uspto-grants-2012_02
Patent number
US08124649B2

Reaction notes

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