Lithium Hydroxide → HCID 23598657, compound

HRID 891190Notes

Reaction equation

HRID 891190 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][N:5]1[CH2:11][CH:10]=[CH:9][CH2:8][CH:7]([NH:12][C:13]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][N:16]=2)=[O:14])[C:6]1=[O:25].[Li+].[OH-]>C1COCC1.O>[C:15]1([C:13]([NH:12][CH:7]2[CH2:8][CH:9]=[CH:10][CH2:11][N:5]([CH2:4][C:3]([OH:26])=[O:2])[C:6]2=[O:25])=[O:14])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][N:16]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 23598688{3-[(Isoquinolin-1-carbonyl)amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl} acetic acid methyl ester

Product 1

HCID 23598657HCID 23598657, compound

Reagents, catalysts & solvents 1

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

Procedure

A solution of {3-[(isoquinolin-1-carbonyl)amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl} acetic acid methyl ester, 4, (330 mg, 0.9 mmol) in 3:1 THF/H2O is treated with excess LiOH (360 mg, 8.6 mmol) and stirred for 2.5 hours at room temperature. The solution is then acidified and the aqueous layer extracted with EtOAc. The EtOAc layer is dried (MgSO4) and concentrated in vacuo to afford the desired product.

Workup

  1. extractionthe aqueous layer extracted with EtOAc
  2. dry with materialThe EtOAc layer is dried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9c5514792bd54bc89457262b84e5ef7c
Source dataset
uspto-grants-2006_02
Patent number
US07001899B2

Reaction notes

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