Sodium Bicarbonate → HCID 118662859, compound

HRID 530832Notes

Reaction equation

HRID 530832 reaction equation
COC1C=C[C:6]([CH2:7][N:8](CC#C)[C:9]2[C:10](=[O:29])[N:11]([CH3:28])[N:12]=[C:13]([O:15][CH2:16][C@H:17]3[CH2:19][C@@H:18]3[C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][N:21]=3)[CH:14]=2)=[CH:5]C=1.C([O-])(O)=O.[Na+]>C(O)(C(F)(F)F)=O>[CH3:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([C@H:18]2[CH2:19][C@@H:17]2[CH2:16][O:15][C:13]2[CH:14]=[C:9]([NH:8][CH2:7][C:6]#[CH:5])[C:10](=[O:29])[N:11]([CH3:28])[N:12]=2)=[N:21][CH:22]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 90454530HCID 90454530, compound

Product 1

HCID 118662859HCID 118662859, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of compound 2 (180 mg, 0.39 mmol) in TFA (5 mL) was stirred at room temperature for 2 h, then pH was adjusted to 7-8 with saturated NaHCO3 solution. Extracted with EtOAc (20 mL*3) and washed with H2O and brine, the organic phase was concentrated to give the title compound. ESI-MS: 341.2 (M+H)+.

Workup

  1. extractionExtracted with EtOAc (20 mL*3)
  2. washwashed with H2O and brine
  3. concentrationthe organic phase was concentrated

Sources & evidence

ORD record
ord-c898402dc58f4335a1c0315b17a5a255
Source dataset
uspto-grants-2016_05
Patent number
US09353104B2

Reaction notes

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