Hydrochloric Acid → HCID 9924144, compound

HRID 860061Notes

Reaction equation

HRID 860061 reaction equation
C([O:3][C:4](=[O:27])[CH2:5][CH:6]([C:21]1[CH:22]=[N:23][CH:24]=[N:25][CH:26]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][CH3:20])[N:14]=1)C.[OH-].[Na+].Cl>C1COCC1.CO.O>[CH3:20][NH:19][C:15]1[N:14]=[C:13]([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH:6]([C:21]2[CH:22]=[N:23][CH:24]=[N:25][CH:26]=2)[CH2:5][C:4]([OH:27])=[O:3])[CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58765551HCID 58765551, compound

Product 1

HCID 9924144HCID 9924144, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

To a solution of 6-13a (0.215 g, 0.580 mmol) in THF/MeOH/H2O 3:1:1(10 mL)) was added NaOH (1.16 mL of 1N solution in water, 1.16 mmol). After 30 minutes, the mixture was neutralized with HCl (1.16 mL of 1N solution in water, 1.16 mmol) and the solvents were evaporated. The residue chromatographed on silica gel (15% MeOH/CHCl3) to give 6-14a as a white solid.

Workup

  1. customthe solvents were evaporated
  2. customThe residue chromatographed on silica gel (15% MeOH/CHCl3)

Sources & evidence

ORD record
ord-b1d92a109bf24df6bf513194a57baa6b
Source dataset
uspto-grants-2006_12
Patent number
US07153862B2

Reaction notes

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