Water → HCID 11591529, compound

HRID 2036291Notes

Reaction equation

HRID 2036291 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[NH:4][C:5](=[O:36])[N:6]2[CH2:16][CH2:17][CH2:18][CH2:19][NH:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][C:32]([O:34]C)=[O:33])=[CH:26][CH:25]=1)(=[O:23])=[O:22].[OH-].[Li+].O1CCCC1.O>C(O)(=O)C>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[NH:4][C:5](=[O:36])[N:6]2[CH2:16][CH2:17][CH2:18][CH2:19][NH:20][S:21]([C:24]1[CH:25]=[CH:26][C:27]([CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[CH:28][CH:29]=1)(=[O:22])=[O:23]

Participants

6

Reactant 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 11519234HCID 11519234, compound

Product 1

HCID 11591529HCID 11591529, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The compound obtained in Example 2-11 (100 mg) and lithium hydroxide (17 mg) were added to tetrahydrofuran (4 ml) and water (2 ml) and the mixture was stirred at room temperature for 16 hours. To the reaction solution was added acetic acid (2 ml) and the mixture was concentrated under reduced pressure. The residue was purified by RPHPLC and appropriate fractions were concentrated under reduced pressure to give the titled compound as a white solid. Yield: 40 mg (41%); mp 210-211° C., MS APCI+ve 507 (M+H).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe residue was purified by RPHPLC and appropriate fractions
  3. concentrationwere concentrated under reduced pressure

Sources & evidence

ORD record
ord-973d4226ae5d4c4f8c63a462c88c2cb5
Source dataset
uspto-grants-2013_11
Patent number
US08575180B2

Reaction notes

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