Hydrochloric Acid → HCID 178418919, compound

HRID 7608

Reaction equation

HRID 7608 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([NH:9][C:10]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12]([S:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([O:29]C)=[O:28])[CH:22]=4)[N:11]=3)[NH:7][N:8]=2)[CH2:3][CH2:2]1.[Li+].[OH-].Cl>C1COCC1.O>[C:27]([C:23]1[CH:22]=[C:21]([S:20][C:12]2[N:11]=[C:10]([NH:9][C:6]3[NH:7][N:8]=[C:4]([CH:1]4[CH2:2][CH2:3]4)[CH:5]=3)[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)[CH:26]=[CH:25][CH:24]=1)([OH:29])=[O:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 178418814HCID 178418814, compound

Product 1

HCID 178418919HCID 178418919, compound

Reagents, catalysts & solvents 1

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

Procedure

A solution of (5-cyclopropyl-2H-pyrazol-3-yl)-[2-(3-methoxycarbonylphenylsulfanyl)-quinazolin-4-yl]-amine (110 mg, 0.26 mmol) in a mixture of THF/water (1/1, 10 mL) is treated with 1M LiOH (0.75 mL, 0.75 mmol). The mixture is stirred for 20 hours at room temperature and then neutralized with 1M HCl (0.75 mL, 0.75 mmol). A solid forms and is collected by filtration to afford the desired [2-(3-carboxyphenylsulfanyl)-quinazolin-4-yl]-(5-cyclopropyl-2H-pyrazol-3-yl)-amine.

Workup

  1. filtrationA solid forms and is collected by filtration

Sources & evidence

ORD record
ord-58b60263863c4d6096ff5d80ea3e1b48
Source dataset
uspto-grants-2006_08
Patent number
US07087603B2

Linked notes

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