Hydrochloric Acid → HCID 136176850, compound

HRID 2212893Notes

Reaction equation

HRID 2212893 reaction equation
[NH2:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[C:10]([CH3:11])=[CH:9][N:8]([C@@H:12]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@@H:13]3[OH:14])[C:6]=2[N:7]=1.[OH-:22].[Na+].Cl>>[NH2:1][C:2]1[NH:3][C:4](=[O:22])[C:5]2[C:10]([CH3:11])=[CH:9][N:8]([C@@H:12]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@@H:13]3[OH:14])[C:6]=2[N:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 60104736HCID 60104736, compound

Product 1

HCID 136176850HCID 136176850, compound

Procedure

To the compound from Step B (157 mg, 0.50 mmol) was added NaOH (2M, aqueous) (2 mL). The resulting solution was stirred at reflux for 1 h, cooled and neutralized by addition of HCl (2M, aqueous). The mixture was evaporated in vacuo and the crude product purified on silica using methanol/dichloromethane (2:8) as eluent. Fractions containing the product were pooled and evaporated in vacuo to give the desired product (53 mg) as a colorless powder.

Workup

  1. temperatureat reflux for 1 h
  2. temperaturecooled
  3. customThe mixture was evaporated in vacuo
  4. customthe crude product purified on silica
  5. additionFractions containing the product
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-978864f7ef034fe79c8ea3cb694c5790
Source dataset
uspto-grants-2006_09
Patent number
US07105499B2

Reaction notes

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