Hydrochloric Acid → HCID 59536788, compound

HRID 220665Notes

Reaction equation

HRID 220665 reaction equation
[NH2:1][CH2:2][CH:3]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[Cl:11].Cl.[O-:21][C:22]#[N:23].[K+]>O.CO>[C:22]([NH:1][CH2:2][CH:3]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:16])([CH3:18])[CH3:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[Cl:11])(=[O:21])[NH2:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11378442Potassium cyanateHCID 59536725HCID 59536725, compound

Product 1

HCID 59536788HCID 59536788, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

Of the compound from Example 40A, 192 mg (0.63 mmol) were introduced in 11 ml of water/methanol 1:2 and admixed in succession at RT with 0.63 ml (0.63 mmol) of 1M hydrochloric acid and 166 mg (2.05 mmol) of potassium cyanate. The reaction mixture was stirred at RT overnight and then freed from the methanol on a rotary evaporator. The residue was taken up in DMSO and purified by preparative HPLC [Method 20]. The product fraction was concentrated on a rotary evaporator. Drying of the residue in an HV gave 177 mg (73% of theory) of the title compound.

Workup

  1. customfreed from the methanol on a rotary evaporator
  2. custompurified by preparative HPLC [Method 20]
  3. concentrationThe product fraction was concentrated on a rotary evaporator
  4. customDrying of the residue in an HV

Sources & evidence

ORD record
ord-0d9301048e1b4ee1bc534bdbf56177d8
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

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