Chlorosuccinimide → 5-amino-6-chloro-1,3-dihydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

HRID 1615747Notes

Reaction equation

HRID 1615747 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:17](=[CH:18][CH:19]=1)[CH2:16][C:6]1([C:14]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]1=[O:15])[CH2:5]2.[Cl:20]N1C(=O)CCC1=O>C(Cl)Cl>[NH2:1][C:2]1[CH:3]=[C:4]2[C:17](=[CH:18][C:19]=1[Cl:20])[CH2:16][C:6]1([C:14]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]1=[O:15])[CH2:5]2

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 591667225-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Product 1

HCID 687617765-amino-6-chloro-1,3-dihydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.50 g (2.0 mmol) 5-amino-1,3-dihydrospiro[inden-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one in 20 ml DCM were combined with 0.27 g (2 mmol) N-chlorosuccinimide versetzt and stirred for 5 h at RT. The mixture was evaporated down and the residue was purified by HPLC.

Workup

  1. customThe mixture was evaporated down
  2. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-391fef2657134cf28b17bf790624c72c
Source dataset
uspto-grants-2014_07
Patent number
US08765763B2

Reaction notes

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