Acetic Acid → HCID 86757720, compound

HRID 1250395Notes

Reaction equation

HRID 1250395 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([O-:12])=[O:11].[C:15]([C:18]1[CH:19]=[C:20]([CH:48]=[CH:49][CH:50]=1)[CH2:21][N:22]1[C:30]2[C:25](=[CH:26][C:27]([N+:31]([O-])=O)=[CH:28][CH:29]=2)[CH:24]=[C:23]1[C:34]([NH:36][CH2:37][C:38]1[CH:43]=[CH:42][C:41]([N+:44]([CH3:47])([CH3:46])[CH3:45])=[CH:40][CH:39]=1)=[O:35])(=[NH:17])[NH2:16].C(O)(=O)C>C(O)C.[Pd]>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([O-:12])=[O:11].[C:15]([C:18]1[CH:19]=[C:20]([CH:48]=[CH:49][CH:50]=1)[CH2:21][N:22]1[C:30]2[C:25](=[CH:26][C:27]([NH2:31])=[CH:28][CH:29]=2)[CH:24]=[C:23]1[C:34]([NH:36][CH2:37][C:38]1[CH:43]=[CH:42][C:41]([N+:44]([CH3:45])([CH3:46])[CH3:47])=[CH:40][CH:39]=1)=[O:35])(=[NH:16])[NH2:17]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 86757721HCID 86757721, compound

Product 1

HCID 86757720HCID 86757720, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

This compound was prepared from [4-({[1-(3-amidino-benzyl)-5-nitro-1H-indole-2-carbonyl]-amino}-methyl)-phenyl]-trimethyl-ammonium trifluoroacetate trifluoroacetic acid salt (example 36) by hydrogenation in ethanol with 3 equivalents of acetic acid, catalyzed by Pd/C (10%). Yield: 70%. M.p. 114° C. (dec.). MS: 455.3 (M+).

Sources & evidence

ORD record
ord-f863773e2a274bbbb04ab274813de13f
Source dataset
uspto-grants-2002_01
Patent number
US06337344B1

Reaction notes

Loading…