Formamide → HCID 11244825, compound

HRID 1592064Notes

Reaction equation

HRID 1592064 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([N:14]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16][CH2:15]3)=[CH:8][C:9]=2[CH2:11][CH2:12][CH3:13])[S:4][C:3]=1[C:21]#[N:22].[CH:23]([NH2:25])=O>O>[NH2:22][C:21]1[C:3]2[S:4][C:5]3[N:6]=[C:7]([N:14]4[CH2:15][CH2:16][CH:17]([OH:20])[CH2:18][CH2:19]4)[CH:8]=[C:9]([CH2:11][CH2:12][CH3:13])[C:10]=3[C:2]=2[N:1]=[CH:23][N:25]=1

Participants

4

Reactant 2

HCID 713FormamideHCID 58997600HCID 58997600, compound

Product 1

HCID 11244825HCID 11244825, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The above nitrile (316 mg, 1.0 mmol) and formamide (3 μL) were heated in a SmithSynthesizer™ (Personal Chemistry) at 150° C. for 16 h. The reaction mixture was poured into water and the resulting solid was collected by filtration. The solid was further purified with HPLC (Shimadzu, Thermohypersil PEP 100-C18, 254 nM, acetonitrile/water 15-70% in 25 minutes, retention time=12.61 min) to give the title compound as a white solid (120 mg, 35%).

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. customThe solid was further purified with HPLC (Shimadzu, Thermohypersil PEP 100-C18, 254 nM, acetonitrile/water 15-70% in 25 minutes, retention time=12.61 min)

Sources & evidence

ORD record
ord-add69088aa4c4092a606824ebb52b32d
Source dataset
uspto-grants-2007_11
Patent number
US07291733B2

Reaction notes

Loading…