Ammonia → HCID 59344913, compound

HRID 18162Notes

Reaction equation

C([O:8][C:9]([C:11]1[N:12]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=2)[C:13]2[C:18]([CH:19]=1)=[C:17]([Br:20])[CH:16]=[CH:15][CH:14]=2)=O)C1C=CC=CC=1.[OH-].[Na+].C(Cl)(=O)C(Cl)=O.[NH3:37]>>[Br:20][C:17]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:18]=1[CH:19]=[C:11]([C:9]([NH2:37])=[O:8])[N:12]2[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=1

Participants

Reactant 4

HCID 222Ammonia

HCID 14798Sodium Hydroxide

HCID 65578Oxalyl chloride

HCID 593449174-bromo-1-(3-fluoro-benzyl)-1H-indole-2-carboxylic acid benzyl ester

Product 1

HCID 59344913HCID 59344913, compound

Procedure

4-Bromo-1-(3-fluoro-benzyl)-1H-indole-2-carboxylic acid amide was prepared from 4-bromo-1-(3-fluoro-benzyl)-1H-indole-2-carboxylic acid benzyl ester by hydrolysis with ethanolic NaOH, followed by treatment with oxalyl chloride and then ammonia, as described in steps 3 and 4 of Example 1 MS: 348 (M+H)+.

Sources & evidence

ORD record: ord-b9888c749ea74620b01ea18cf42b50e9
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741326B2

Reaction notes

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