Sodium Bicarbonate → HCID 178448789, compound

HRID 386127Notes

Reaction equation

HRID 386127 reaction equation
[C:1]([C:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:16][C:15]([NH:17][C:18]3[CH:23]=[CH:22][N:21]=[C:20]([O:24]CC[Si](C)(C)C)[N:19]=3)=[C:14]([C:31]([NH2:33])=[O:32])[CH:13]=2)=[CH:8][CH:7]=1)([CH3:5])[CH3:4])#[N:2].C([O-])(O)=O.[Na+]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[C:1]([C:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:16][C:15]([NH:17][C:18]3[CH:23]=[CH:22][NH:21][C:20](=[O:24])[N:19]=3)=[C:14]([C:31]([NH2:33])=[O:32])[CH:13]=2)=[CH:8][CH:7]=1)([CH3:5])[CH3:4])#[N:2]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 595256505-[4-(1-Cyano-1-methylethyl)phenyl]-2-({2-[2-(trimethylsilyl)ethoxy]pyrimidin-4-yl}amino)thiophene-3-carboxamide

Product 1

HCID 178448789HCID 178448789, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

5-[4-(1-Cyano-1-methylethyl)phenyl]-2-({2-[2-(trimethylsilyl)ethoxy]pyrimidin-4-yl}amino)thiophene-3-carboxamide (107 mg, 0.223 mmol) was stirred in a mixture of DCM (5 mL) and TFA (2 mL) at room temperature for 30 minutes. Saturated NaHCO3 was added and the resulting precipitate collected by filtration and washed with water and DCM to give the title compound as a yellow solid.

Workup

  1. filtrationthe resulting precipitate collected by filtration
  2. washwashed with water and DCM

Sources & evidence

ORD record
ord-7a7389dbc9984a48a00cc8cce57457a0
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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