Hydrochloric Acid → HCID 136176850, compound
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]=1Participants
4
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 relux 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/dichloromehane (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
- temperaturecooled
- customThe mixture was evaporated in vacuo
- customthe crude product purified on silica
- additionFractions containing the product
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-d277252ac05e4c1f9e403ece2f2f070f
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07202224B2
Reaction notes
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