Sodium Bicarbonate → HCID 68749371, compound

HRID 1183152Notes

Reaction equation

HRID 1183152 reaction equation
COC1C=CC(C[N:8]([C:12]2([CH2:15][O:16][C:17]3[CH:26]=[C:25]4[C:20]([C:21]([O:27][C:28]5[CH:33]=[CH:32][C:31]([NH:34][C:35]([C:37]6([C:40](=[O:49])[NH:41]C7C=CC(F)=CC=7)[CH2:39][CH2:38]6)=[O:36])=[CH:30][C:29]=5[F:50])=[CH:22][CH:23]=[N:24]4)=[CH:19][C:18]=3OC)[CH2:14][CH2:13]2)C(=O)[O-])=CC=1.[C:55](O)([C:57]([F:60])(F)F)=O.C(Cl)Cl.[C:65]([O-:68])(O)=O.[Na+]>>[NH2:8][C:12]1([CH2:15][O:16][C:17]2[CH:26]=[C:25]3[C:20]([C:21]([O:27][C:28]4[CH:33]=[CH:32][C:31]([N:34]([C:12]5[CH:15]=[CH:55][C:57]([F:60])=[CH:14][CH:13]=5)[C:35]([C:37]5([C:40]([NH2:41])=[O:49])[CH2:39][CH2:38]5)=[O:36])=[CH:30][C:29]=4[F:50])=[CH:22][CH:23]=[N:24]3)=[CH:19][C:18]=2[O:68][CH3:65])[CH2:14][CH2:13]1

Participants

4

Reactant 3

HCID 516892Sodium BicarbonateHCID 21863450Trifluoroacetic acid methylene chlorideHCID 131731233HCID 131731233, compound

Product 1

HCID 68749371HCID 68749371, compound

Conditions

Temperature
0 °C

Procedure

The product of Example 1 (2.1 g) was mixed with 10% TFA/DCM (50 ml) and stirred at 0° C. for 2 hours. Saturated NaHCO3 (80 ml) was added to the solution at 0° C. and the solution was further extracted with EtOAc twice. The combined organic layer was washed with water, brine and dried over Na2SO4. The solution was evaporated to give the titled compound for next step without further purification. Mass: (M+1), 575

Workup

  1. extractionthe solution was further extracted with EtOAc twice
  2. washThe combined organic layer was washed with water, brine
  3. dry with materialdried over Na2SO4
  4. customThe solution was evaporated

Sources & evidence

ORD record
ord-fe9b1b5dcea644588d4611e4b6f8b38e
Source dataset
uspto-grants-2014_03
Patent number
US08664244B2

Reaction notes

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