Methanol → HCID 86655008, compound

HRID 2066846Notes

Reaction equation

HRID 2066846 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][N:14]=[C:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([CH2:28][NH2:29])=[CH:23][C:22]=3[F:30])[CH2:17][CH2:16]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[S:31]([NH2:35])(N)(=[O:33])=[O:32].[CH3:36][OH:37]>O>[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][N:14]=[C:15]2[CH2:16][CH2:17][N:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([CH2:28][NH:29][C:36]([N:35]=[S:31](=[O:33])=[O:32])=[O:37])=[CH:23][C:22]=3[F:30])[CH2:19][CH2:20]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 82267SulfamideHCID 86655007HCID 86655007, compound

Product 1

HCID 86655008HCID 86655008, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

25 mg of 16a and sulfamide (7 mg, 1.2 eq) were combined in 0.5 mL of water and 0.5 mL of methanol in a sealed vial. The mixture was stirred at 100° C. overnight then the mixture was evaporated, extracted with ethyl acetate and purified on preparative HPLC to give 17-1: LC-MS 504.2 (MH+-17), tR=5.06 (Method 5). EC50: 312 nM.

Workup

  1. customthe mixture was evaporated
  2. extractionextracted with ethyl acetate
  3. custompurified on preparative HPLC
  4. customto give 17-1

Sources & evidence

ORD record
ord-ca6b2d57b7d344378e8dbc1b00ad37f9
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

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