HCID 86629725, compound → HCID 59594299, compound

HRID 2262844Notes

Reaction equation

HRID 2262844 reaction equation
[N:1]([CH2:4][CH2:5][C:6]1[CH:7]=[C:8]2[C:21](=[CH:22][C:23]=1[N+:24]([O-])=O)[CH2:20][C@:10]1([C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:11]1=[O:19])[CH2:9]2)=[N+]=[N-]>CCO.[Pd]>[NH2:24][C:23]1[CH:22]=[C:21]2[C:8](=[CH:7][C:6]=1[CH2:5][CH2:4][NH2:1])[CH2:9][C@@:10]1([C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:11]1=[O:19])[CH2:20]2

Participants

4

Reactant 1

HCID 86629725HCID 86629725, compound

Product 1

HCID 59594299HCID 59594299, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2S)-5-(2-azidoethyl)-6-nitro-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one from Step F (236 mg, 0.67 mmol) in EtOH (15 mL) was added 10% Pd/C (172 mg). The reaction mixture was stirred under a hydrogen atmosphere (ca. 1 atm) for 5 h, then filtered through a Celite pad, washing with MeOH, and the filtrate was concentrated under reduced pressure to give the title compound. MS: m/z/z 295 (M+1).

Workup

  1. filtrationfiltered through a Celite pad
  2. washwashing with MeOH
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6de1299bccd64f6691b6e12066ef888c
Source dataset
uspto-grants-2010_12
Patent number
US07851464B2

Reaction notes

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