Ethylamine → HCID 66693748, compound

HRID 330827Notes

Reaction equation

HRID 330827 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([CH3:13])[C:10]([OH:12])=O)=[CH:4][CH:3]=1.CN(C(O[N:22]1N=N[C:24]2C=CC=C[C:23]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.C(N)C>CN(C=O)C>[CH2:23]([NH:22][C:10](=[O:12])[CH:9]([CH3:13])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([I:1])=[CH:7][CH:6]=1)[CH3:24]

Participants

6

Reactant 4

HCID 6341EthylamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 23219055HCID 23219055, compound

Product 1

HCID 66693748HCID 66693748, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 0.17 mg (0.59 mmol) 3-(4-iodo-phenyl)-2-methyl-propionic acid (XI.5) in 1 mL DMF, 0.28 mg (0.88 mmol) TBTU and 0.50 mL (2.9 mmol) DIPEA are added. The mixture is stirred for 15 min at rt. After that time, 106 mg (2.34 mmol) ethylamine are added and the mixture is stirred for 12 h at rt. After that time, the solvent is evaporated and the residue is purified by HPLC (Waters Xbridge 5 μm; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product.

Workup

  1. stirringthe mixture is stirred for 12 h at rt
  2. customAfter that time, the solvent is evaporated
  3. customthe residue is purified by HPLC (Waters Xbridge 5 μm; eluent A: water+0.3% NH4OH, eluent B: MeOH)

Sources & evidence

ORD record
ord-2e40489c2cc542bda29d220b8ea8b6f1
Source dataset
uspto-grants-2014_11
Patent number
US08877754B2

Reaction notes

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