Dimethylamine → HCID 58485385, compound

HRID 1046263Notes

Reaction equation

HRID 1046263 reaction equation
F[B-](F)(F)F.N1(O[C:16](=[N+](C)C)[N:17](C)[CH3:18])C2C=CC=CC=2N=N1.[OH:23][C:24]([CH3:57])([CH3:56])[CH2:25][C@@:26]1([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[O:31][C:30](=[O:32])[N:29]([C@H:33]([C:35]2[CH:40]=[CH:39][C:38]([C:41]3[N:46]=[N:45][C:44]([C:47](O)=[O:48])=[CH:43][CH:42]=3)=[CH:37][CH:36]=2)[CH3:34])[CH2:28][CH2:27]1.C(N(C(C)C)C(C)C)C.CNC>CN(C)C=O>[CH3:16][N:17]([CH3:18])[C:47]([C:44]1[N:45]=[N:46][C:41]([C:38]2[CH:37]=[CH:36][C:35]([C@@H:33]([N:29]3[CH2:28][CH2:27][C@:26]([CH2:25][C:24]([OH:23])([CH3:56])[CH3:57])([C:50]4[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=4)[O:31][C:30]3=[O:32])[CH3:34])=[CH:40][CH:39]=2)=[CH:42][CH:43]=1)=[O:48]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 58485287HCID 58485287, compound

Product 1

HCID 58485385HCID 58485385, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[(Benzotriazol-1-yloxy)-dimethylamino-methylene]-dimethyl-ammonium tetrafluoroborate (TBTU, 110 mg) was added to a solution of 6-(4-{(S)-1-[(S)-6-(2-hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-phenyl)-pyridazine-3-carboxylic acid (140 mg) and ethyl-diisopropyl-amine (60 μL) in N,N-dimethylformamide (2 mL) at room temperature. The resulting solution was stirred for 20 min, before dimethylamine (2 mol/L in tetrahydrofuran, 300 μL) was added. After stirring the solution at room temperature for another 2 h, the solution was concentrated and the residue was purified by HPLC on reversed phase (methanol/water/NH4OH) to afford the title compound. Yield: 50 mg (34% of theory); Mass spectrum (ESI+): m/z=503 [M+H]+.

Workup

  1. additionwas added
  2. concentrationthe solution was concentrated
  3. customthe residue was purified by HPLC on reversed phase (methanol/water/NH4OH)

Sources & evidence

ORD record
ord-312ab49020cc45cd8b991cad4760a4b7
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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