Hydrochloric Acid → HCID 21060600, compound

HRID 1241546Notes

Reaction equation

HRID 1241546 reaction equation
[ClH:1].C([CH:9]([C:27](=[O:29])[OH:28])[C@H:10]([C:12]([N:14]1[CH2:19][CH2:18][CH:17]([CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)[CH2:16][CH2:15]1)=[O:13])[NH2:11])C1C=CC=CC=1.[NH:30]1[C:38]2[C:33](=[CH:34][CH:35]=[C:36]([C:39](O)=[O:40])[CH:37]=2)[CH:32]=[CH:31]1.[Li+].[OH-].Cl>>[ClH:1].[NH:30]1[C:38]2[C:33](=[CH:34][CH:35]=[C:36]([C:39]([NH:11][C@@H:10]([C:12]([N:14]3[CH2:19][CH2:18][CH:17]([CH:20]4[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]4)[CH2:16][CH2:15]3)=[O:13])[CH2:9][C:27](=[O:29])[OH:28])=[O:40])[CH:37]=2)[CH:32]=[CH:31]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 5952301H-indole-6-carboxylic acidHCID 69597392HCID 69597392, compound

Product 1

HCID 21060600HCID 21060600, compound

Procedure

Prepared from 1-[(β-benzyl)-D-aspartyl]-4-(1-methylpiperidin-4-yl)piperidine Hydrochloride 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-7adaef52e39640a79aff0b17c0d0caed
Source dataset
uspto-grants-2006_10
Patent number
US07115609B2

Reaction notes

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