Hydrochloric Acid → HCID 21060604, compound

HRID 1241544Notes

Reaction equation

HRID 1241544 reaction equation
[ClH:1].Cl.C[CH:4]([C:23](=[O:25])[OH:24])[CH2:5][C@H:6]([C:8]([N:10]1[CH2:15][CH2:14][CH:13]([CH:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)[CH2:12][CH2:11]1)=[O:9])[NH2:7].[NH:26]1[C:34]2[C:29](=[CH:30][CH:31]=[C:32]([C:35](O)=[O:36])[CH:33]=2)[CH:28]=[CH:27]1.[Li+].[OH-].Cl>>[ClH:1].[NH:26]1[C:34]2[C:29](=[CH:30][CH:31]=[C:32]([C:35]([NH:7][C@@H:6]([C:8]([N:10]3[CH2:11][CH2:12][CH:13]([CH:16]4[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]4)[CH2:14][CH2:15]3)=[O:9])[CH2:5][CH2:4][C:23](=[O:25])[OH:24])=[O:36])[CH:33]=2)[CH:28]=[CH:27]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 5952301H-indole-6-carboxylic acidHCID 21060522HCID 21060522, compound

Product 1

HCID 21060604HCID 21060604, compound

Procedure

Prepared from 1-[(γ-methyl)-D-glutamyl]-4-(1-methylpiperidin-4-yl)piperidine dihydrochloride and indole-6-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-ccf0d46f2d214a45b4e6630091dc3971
Source dataset
uspto-grants-2006_10
Patent number
US07115609B2

Reaction notes

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