Lithium Hydroxide → HCID 22243153, compound

HRID 891197Notes

Reaction equation

HRID 891197 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][N:5]1[CH2:11][C:10]([CH2:12][OH:13])=[CH:9][CH2:8][CH:7]([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:6]1=[O:27].[Li+].[OH-]>C1COCC1.O>[OH:13][CH2:12][C:10]1[CH2:11][N:5]([CH2:4][C:3]([OH:28])=[O:2])[C:6](=[O:27])[CH:7]([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])[CH2:8][CH:9]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 23598693HCID 23598693, compound

Product 1

HCID 22243153HCID 22243153, compound

Reagents, catalysts & solvents 1

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

Procedure

A solution of {6-hydroxymethyl-3-[(isoquinoline-1-carbonyl)-amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl}-acetic acid methyl ester, 19, (0.16 g, 0.41 mmol) in THF/H2O (4 mL, 3:1) is treated with excess LiOH and stirred for 2.5 hours at room temperature. The solution is acidified to pH 7, concentrated in vacuo and purified by HPLC to afford 0.15 g of the desired product.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by HPLC

Sources & evidence

ORD record
ord-4cd75bab57e34c0387b34245d6d12c34
Source dataset
uspto-grants-2006_02
Patent number
US07001899B2

Reaction notes

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