Sodium Hydroxide → HCID 68870999, compound

HRID 494473Notes

Reaction equation

HRID 494473 reaction equation
[CH2:1]([C:5]1([CH2:34][CH2:35][CH2:36][CH3:37])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([OH:15])=[C:7]([C:16]2[NH:21][C:20]3[CH:22]=[CH:23][C:24]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][C:19]=3[S:18](=[O:32])(=[O:31])[N:17]=2)[C:6]1=[O:33])[CH2:2][CH2:3][CH3:4].[OH-].[Na+:39]>C(#N)C>[CH2:1]([C:5]1([CH2:34][CH2:35][CH2:36][CH3:37])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([O-:15])=[C:7]([C:16]2[NH:21][C:20]3[CH:22]=[CH:23][C:24]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][C:19]=3[S:18](=[O:32])(=[O:31])[N:17]=2)[C:6]1=[O:33])[CH2:2][CH2:3][CH3:4].[Na+:39]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 135520534HCID 135520534, compound

Product 1

HCID 68870999HCID 68870999, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

A suspension of the compound of Example 12B (45 mg, 0.082 mmol) in acetonitrile (2 mL) was treated with 1.0 N NaOH solution (82 μL, 0.082 mmol) followed by stirring at 25° C. for 30 min. The solution was lyophilized to afford the title compound (46 mg, 98%). 1H NMR (300 MHz, DMSO-d6): δ 15.61 (s, 1 H), 9.87 (s, 1 H), 8.05 (d, J=7.72 Hz, 1 H), 7.38 (m, 6 H), 2.98 (s, 3 H), 2.11 (m, 2 H), 1.69 (m, 2 H), 1.02 (m, 4 H), 0.87 (m, 2 H), 0.65 (t, J=7.35 Hz, 6 H), 0.52 (d, J=5.52 Hz, 2 H).

Sources & evidence

ORD record
ord-e9a22bb2f5db44d7935d61eff8387765
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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