Lithium Hydroxide → HCID 59552439, compound

HRID 1803823Notes

Reaction equation

HRID 1803823 reaction equation
[CH2:1]([S:8][CH2:9][C@H:10]([NH:15][C:16](=[O:38])[CH2:17][N:18]1[CH:22]=[C:21]([CH2:23][O:24][C:25]2[CH:37]=[CH:36][C:28]3[N:29]=[C:30]([S:32](=[O:35])(=[O:34])[NH2:33])[S:31][C:27]=3[CH:26]=2)[N:20]=[N:19]1)[C:11]([O:13]C)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li+].[OH-]>C1COCC1.O>[CH2:1]([S:8][CH2:9][C@H:10]([NH:15][C:16](=[O:38])[CH2:17][N:18]1[CH:22]=[C:21]([CH2:23][O:24][C:25]2[CH:37]=[CH:36][C:28]3[N:29]=[C:30]([S:32](=[O:34])(=[O:35])[NH2:33])[S:31][C:27]=3[CH:26]=2)[N:20]=[N:19]1)[C:11]([OH:13])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 25176954HCID 25176954, compound

Product 1

HCID 59552439HCID 59552439, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Compound 141 (5.0 mg, 0.0087 mmol, 1 equiv) in a THF/H2O mixture (1:1, 1 mL) was treated with LiOH (0.4 mg, 0.010 mmol, 1.2 equiv) and irradiated in a Biotage Emrys Optimizer microwave reactor (250 W) at 100° C. for 10 min. After cooling the contents of the tube to room temperature, the solvent was removed and the crude product was purified by HPLC. Yield: 3 mg, 63%.

Workup

  1. customirradiated in a Biotage Emrys Optimizer microwave reactor (250 W) at 100° C. for 10 min
  2. customthe solvent was removed
  3. customthe crude product was purified by HPLC

Sources & evidence

ORD record
ord-3a28dce3177942f080e5bd64743d2fa5
Source dataset
uspto-grants-2013_01
Patent number
US08354092B2

Reaction notes

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