Sodium Hydroxide → HCID 56644224, compound

HRID 2040876Notes

Reaction equation

[O:1]=[C:2]1[CH:6]([O:7][N:8]=[C:9]2[CH2:26][CH2:25][C:12]3([O:16][N:15]=[C:14]([C:17]#[C:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH2:13]3)[CH2:11][CH2:10]2)[CH2:5][CH2:4][O:3]1.[OH-:27].[Na+]>O1CCOCC1>[OH:27][CH2:4][CH2:5][CH:6]([O:7][N:8]=[C:9]1[CH2:26][CH2:25][C:12]2([O:16][N:15]=[C:14]([C:17]#[C:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:13]2)[CH2:11][CH2:10]1)[C:2]([OH:3])=[O:1]

Participants

Conditions

Temperature: 40 °C

Procedure

To a solution of the Compound of Example 47 (14 mg, 0.4 mmol) in 1.75 mL of dioxane was added 1M sodium hydroxide (40 μL, 0.4 mmol) and the reaction mixture was stirred at 40° C. for 2 h. After evaporation to dryness, the crude was purified by automated RP flash chromatography (SP1®TM-Biotage; gradient 20 mM aqueous ammonium carbonate-MeCN from 1:0 to 6:4) to give 10 mg of the title compound as a white solid.

Workup

customAfter evaporation to dryness
customthe crude was purified by automated RP flash chromatography (SP1®TM-Biotage; gradient 20 mM aqueous ammonium carbonate-MeCN from 1:0 to 6:4)

Sources & evidence

ORD record: ord-761f51b31d934a00b6783edbae2898dd
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580962B2

Reaction notes

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