Lithium Hydroxide → (3-{[[4-(6-Amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl](methyl)amino]sulfonyl}phenyl)acetic acid

HRID 869345Notes

Reaction equation

HRID 869345 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[NH:4][C:5](=[O:36])[N:6]2[CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH3:35])[S:21]([C:24]1[CH:25]=[C:26]([CH2:30][C:31]([O:33]C)=[O:32])[CH:27]=[CH:28][CH:29]=1)(=[O:23])=[O:22].[OH-].[Li+].[O:39]1[CH2:43][CH2:42][CH2:41][CH2:40]1>O>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[NH:4][C:5](=[O:36])[N:6]2[CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH3:35])[S:21]([C:24]1[CH:25]=[C:26]([CH2:30][C:31]([OH:33])=[O:32])[CH:27]=[CH:28][CH:29]=1)(=[O:22])=[O:23].[CH2:40]([O:39][CH2:43][CH3:42])[CH3:41].[CH3:29][CH2:24][CH2:25][CH:26]([CH3:30])[CH3:27]

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 11526476Methyl (3-{[[4-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl](methyl)amino]sulfonyl}phenyl)acetate

Product 2

HCID 11713143(3-{[[4-(6-Amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)butyl](methyl)amino]sulfonyl}phenyl)acetic acidHCID 21882825Ether isohexane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound obtained in Example 2-17 (100 mg) and lithium hydroxide (20 mg) were added to tetrahydrofuran (4 ml) and water (2 ml), followed by conducting a reaction by the same manner to Example 2-12, the titled compound was obtained as a white solid from diethyl ether/isohexane. Yield: 43 mg (64%); mp 171-172° C., MS APC+ve 507 (M+H).

Workup

  1. customa reaction by the same manner to Example 2-12

Sources & evidence

ORD record
ord-e92b6454575a4d8687db7031fbf15f08
Source dataset
uspto-grants-2015_03
Patent number
US08969362B2

Reaction notes

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