Hydrochloric Acid → HCID 89579309, compound

HRID 714545Notes

Reaction equation

HRID 714545 reaction equation
[C:1]([C:3]1([C:21]([O:23]CC)=[O:22])[CH2:8][CH2:7][N:6]([CH:9]2[CH2:15][CH2:14][CH2:13][N:12]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:11][CH2:10]2)[CH2:5][CH2:4]1)#[N:2].[Li+].[OH-].Cl>CO>[C:1]([C:3]1([C:21]([OH:23])=[O:22])[CH2:4][CH2:5][N:6]([CH:9]2[CH2:15][CH2:14][CH2:13][N:12]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:11][CH2:10]2)[CH2:7][CH2:8]1)#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89579341HCID 89579341, compound

Product 1

HCID 89579309HCID 89579309, compoundYield 1,053.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 4-[4-cyano-4-(ethoxycarbonyl)piperidin-1-yl]azepane-1-carboxylate (0.067 g, 0.182 mmol) was dissolved in methanol (4 mL) at rt and 1M LiOH sol. (0.2 mL) was added. The reaction mixture was stirred at rt for 1.5 h. The pH was carefully adjusted to pH 6 by addition of concentrated hydrochloric acid, the solvents were removed in vacuo, to give 4-cyano-1-[1-(ethoxycarbonyl)azepan-4-yl]piperidine-4-carboxylic acid, (0.62 g), Intermediate 9, as a yellow oil which was used directly without further purification.

Workup

  1. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-3d90f2e673b94f23bf09307aa45e5c21
Source dataset
uspto-grants-2015_11
Patent number
US09187451B2

Reaction notes

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