Ethyl isocyanate → HCID 59420965, compound

HRID 500263Notes

Reaction equation

HRID 500263 reaction equation
[N:1]([CH2:4][CH3:5])=[C:2]=[O:3].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[N:15][C:16]3[N:17]([C:19]([CH2:22][C:23]4[CH:24]=[C:25]([CH:27]=[CH:28][CH:29]=4)[NH2:26])=[CH:20][N:21]=3)[N:18]=2)=[CH:9][C:8]=1[F:30].C(N(CC)CC)C>C(#N)C>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[N:15][C:16]3[N:17]([C:19]([CH2:22][C:23]4[CH:24]=[C:25]([NH:26][C:2]([NH:1][CH2:4][CH3:5])=[O:3])[CH:27]=[CH:28][CH:29]=4)=[CH:20][N:21]=3)[N:18]=2)=[CH:9][C:8]=1[F:30]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 67224335HCID 67224335, compound

Product 1

HCID 59420965HCID 59420965, compoundYield 42.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Isocyanatoethane (1.3 μL, 0.019 mmol) were added to a mixture of 3-[2-(4-bromo-3-fluorophenyl)imidazo[1,2-b][1,2,4]triazin-7-yl]methylaniline (5 mg, 0.01 mmol) and triethylamine (7.0 μL, 0.050 mmol) in acetonitrile (0.5 mL). After the reaction mixture was stirred at RT for 30 min, it was purified by RP-HPLC (pH 10) to afford the desired product (2 mg, 30%). LCMS: (M+H)=469.0/470.8.

Workup

  1. customit was purified by RP-HPLC (pH 10)

Sources & evidence

ORD record
ord-a2e34fdd92c14dacbc3e4e15919b078e
Source dataset
uspto-grants-2010_08
Patent number
US07767675B2

Reaction notes

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