Water → HCID 136331248, compound

HRID 1971852Notes

Reaction equation

HRID 1971852 reaction equation
[CH3:1][CH:2]1[O:7][CH:6]([CH3:8])[CH2:5][N:4]([C:9](=[O:41])[CH2:10][N:11]2[C:15]3=[N:16][C:17]([C:25]4[S:26][C:27]([CH2:30][C:31]5[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:32]=5[S:38]([CH3:40])=O)=[CH:28][N:29]=4)=[C:18]([O:21]C(=O)C)[C:19](=[O:20])[N:14]3[CH:13]=[CH:12]2)[CH2:3]1.C([O-])([O-])=O.[K+].[K+].O>CO>[CH3:8][CH:6]1[O:7][CH:2]([CH3:1])[CH2:3][N:4]([C:9](=[O:41])[CH2:10][N:11]2[C:15]3=[N:16][C:17]([C:25]4[S:26][C:27]([CH2:30][C:31]5[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:32]=5[S:38][CH3:40])=[CH:28][N:29]=4)=[C:18]([OH:21])[C:19](=[O:20])[N:14]3[CH:13]=[CH:12]2)[CH2:5]1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 66922715HCID 66922715, compound

Product 1

HCID 136331248HCID 136331248, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the product of example 171 (38 mg, 0.06 mmol) in MeOH (5 ml) was added K2CO3 (20 mg, 0.14 mmol) and then the mixture was stirred at room temperature for 2 hours. The mixture was poured into water and extracted with dichloromethane. The organic layers were dried and concentrated. The resulting solids were collected and washed with cold MeOH (2-3 ml) to give the title compound (15 mg, yield 42%).

Workup

  1. extractionextracted with dichloromethane
  2. customThe organic layers were dried
  3. concentrationconcentrated
  4. customThe resulting solids were collected
  5. washwashed with cold MeOH (2-3 ml)

Sources & evidence

ORD record
ord-170beecd0467469998da8146d7803f46
Source dataset
uspto-grants-2013_04
Patent number
US08431581B2

Reaction notes

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