Lithium Hydroxide → HCID 22243116, compound

HRID 891194Notes

Reaction equation

HRID 891194 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][N:6]1[CH2:12][C:11]([CH3:13])=[CH:10][CH2:9][CH:8]([NH:14][C:15]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][N:18]=2)=[O:16])[C:7]1=[O:27])C.[Li+].[OH-]>C1COCC1.O>[C:17]1([C:15]([NH:14][CH:8]2[CH2:9][CH:10]=[C:11]([CH3:13])[CH2:12][N:6]([CH2:5][C:4]([OH:28])=[O:3])[C:7]2=[O:27])=[O:16])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 69601367HCID 69601367, compound

Product 1

HCID 22243116HCID 22243116, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

A solution containing {3-[(isoquinoline-1-carbonyl)amino]-6-methyl-2-oxo-2,3,4,7-tetrahydroazepin-1-yl}-acetic acid ethyl ester, 11, (70 mg, 0.28 mmol) in 3 mL of 3:1 THF/H2O is treated with excess LiOH and stirred for 2.5 hours at room temperature. The solution is acidified and extracted with EtOAc. The EtOAc layer is dried (Na2SO4) and concentrated in vacuo to afford the desired product which is used without further purification.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe EtOAc layer is dried (Na2SO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f57fdaa4428a4ec5a3a55be47a58a88d
Source dataset
uspto-grants-2006_02
Patent number
US07001899B2

Reaction notes

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