Hydrochloric Acid → HCID 21060546, compound

HRID 1241545Notes

Reaction equation

HRID 1241545 reaction equation
Cl.Cl.Cl.C[CH:5]([C:24](=[O:26])[OH:25])[CH2:6][C@H:7]([C:9]([N:11]1[CH2:16][CH2:15][CH:14]([CH:17]2[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]2)[CH2:13][CH2:12]1)=[O:10])[NH2:8].[Cl:27][C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)[NH:33][C:32]([C:37](O)=[O:38])=[CH:31]2.[Li+].[OH-].Cl>>[ClH:27].[Cl:27][C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)[NH:33][C:32]([C:37]([NH:8][C@@H:7]([C:9]([N:11]1[CH2:12][CH2:13][CH:14]([CH:17]3[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]3)[CH2:15][CH2:16]1)=[O:10])[CH2:6][CH2:5][C:24](=[O:26])[OH:25])=[O:38])=[CH:31]2

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 826935-Chloro-1H-indole-2-carboxylic acidHCID 21060520HCID 21060520, compound

Product 1

HCID 21060546HCID 21060546, compound

Procedure

Prepared from 1-[(γ-methyl)-D-glutamyl]-4-(1-methylpiperidin-4-yl)piperidine dihydrochloride hydrochloride and 5-chloroindole-2-carboxylic acid using methods substantially equivalent to General Coupling Method 1. Ester deprotection with 2 eq LiOH and final purification and HCl salt formation via prep HPLC.

Sources & evidence

ORD record
ord-52f74082a069442f91ae0f16ce774d84
Source dataset
uspto-grants-2006_10
Patent number
US07115609B2

Reaction notes

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