Lithium Hydroxide → HCID 67135059, compound

HRID 536032Notes

Reaction equation

HRID 536032 reaction equation
C([O:3][C:4](=[O:36])[CH2:5][O:6][C:7]1[N:8]([CH2:33][CH2:34][CH3:35])[C:9](=[O:32])[C:10]2[NH:11][C:12]([C:16]3[CH:17]=[N:18][N:19]([CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=4)[CH:20]=3)=[N:13][C:14]=2[N:15]=1)C.[Li+].[OH-]>C1COCC1.CO.O>[O:32]=[C:9]1[N:8]([CH2:33][CH2:34][CH3:35])[C:7]([O:6][CH2:5][C:4]([OH:36])=[O:3])=[N:15][C:14]2[N:13]=[C:12]([C:16]3[CH:17]=[N:18][N:19]([CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=4)[CH:20]=3)[NH:11][C:10]1=2

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67135066HCID 67135066, compound

Product 1

HCID 67135059HCID 67135059, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of {6-Oxo-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-6,7-dihydro-1H-purin-2-yloxy}-acetic acid ethyl ester (56 mg, 0.11 mmol), LiOH:6H2O (14 mg, 0.33 mmol) and THF:MeOH:Water (3:2:1) (1 ml) were stirred for 3 hours at ambient temperature. Organic volatiles were evaporated and the residue was acidified with 1N HCl to obtain {6-Oxo-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-6,7-dihydro-1H-purin-2-yloxy}-acetic acid as an off white solid (20 mg, 38%)

Workup

  1. customOrganic volatiles were evaporated

Sources & evidence

ORD record
ord-531fcf8468b14d4290bfe20a46e2e5cb
Source dataset
uspto-grants-2014_10
Patent number
US08859566B2

Reaction notes

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