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Diethyl Ether → 5-Chloro-1h-indole-2-carboxylic acid [(methoxy-methyl-carbamoyl)-methyl]-amide

HRID 651102
Notes
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Reaction equation

HRID 651102 reaction equation
Cl.CO[CH2:4][NH2:5].[Cl:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([C:16]([NH:18][CH2:19][C:20]([OH:22])=O)=[O:17])=[CH:10]2.C[CH2:24][O:25]CC>>[CH3:24][O:25][N:5]([CH3:4])[C:20]([CH2:19][NH:18][C:16]([C:11]1[NH:12][C:13]2[C:9]([CH:10]=1)=[CH:8][C:7]([Cl:6])=[CH:15][CH:14]=2)=[O:17])=[O:22]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 11436686N-[(5-chloro-1H-indol-2-yl)carbonyl]glycineHCID 21959107Methoxymethanamine hydrochloride

Product 1

HCID 538615275-Chloro-1h-indole-2-carboxylic acid [(methoxy-methyl-carbamoyl)-methyl]-amide

Procedure

Methoxymethylamine hydrochloride (1.0 mmol) and [(5-chloro-1H-indole-2-carbonyl)-amino]-acetic acid (1.0 mmol) were coupled according to Procedure A. The resulting solid was suspended in ether, filtered and dried: Yield 158 mg, 53%; PBMS 296/298 (MH+, 100%);

Workup

  1. filtration
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
filtered
  • customdried
  • Sources & evidence

    ORD record
    ord-7bf8fa9d80634bd19d45a6096bd50611
    Source dataset
    uspto-grants-2001_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06277877B1

    Reaction notes

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