Hydrochloric Acid → HCID 17895490, compound

HRID 1383830Notes

Reaction equation

HRID 1383830 reaction equation
[C:1]1([C:7]2[N:11]3[N:12]=[C:13]([O:22][CH2:23][C:24]4[N:25](COCC[Si](C)(C)C)[N:26]=[CH:27][N:28]=4)[C:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[CH:15][C:10]3=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[C:1]1([C:7]2[N:11]3[N:12]=[C:13]([O:22][CH2:23][C:24]4[NH:25][N:26]=[CH:27][N:28]=4)[C:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[CH:15][C:10]3=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 21187544HCID 21187544, compound

Product 1

HCID 17895490HCID 17895490, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

The product from Example 72 Step b) (0.68 g) was suspended in ethanol (10 ml) with 2 N hydrochloric acid (21 ml) and heated at 65° C. for 5.5 h. Saturated sodium carbonate solution was added dropwise until a solid precipitated and this was collected by filtration and washed several. times with water in the sinter funnel. The solid was recrystallised from methanol to give the required product (0.245 g, m p.=248° C.). 1H NMR (360 MHz, d6-DMSO) δ 5.61 (2H, s), 7.48-7.63 (6H, m), 7.44-7.77 (2H, m), 8.40 (4H, m), 14.13 (1H, br s); MS (ES+) m/e 370 [MH]+. Anal. Found C, 65.02; H, 4.04; N, 26.35. C20H15N7O requires C, 65.03; H, 4.09; N, 26.54%.

Workup

  1. customprecipitated
  2. filtrationthis was collected by filtration
  3. washwashed several
  4. customThe solid was recrystallised from methanol

Sources & evidence

ORD record
ord-c8b6cea68fb24e6ab020462f50cad36e
Source dataset
uspto-grants-2001_07
Patent number
US06255305B1

Reaction notes

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