Diisopropylethylamine → HCID 58063525, compound

HRID 2035717Notes

Reaction equation

HRID 2035717 reaction equation
[F:1][C:2]1[C:7]2[CH2:8][CH2:9][CH:10]([N:19]3[CH:23]=[C:22]([CH:24]4[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]4)[N:21]=[N:20]3)[C:11](=[O:18])[N:12]([CH2:13][C:14]([F:17])([F:16])[F:15])[C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl.Cl[C:32]1[CH:37]=[CH:36][N:35]=[CH:34][N:33]=1.CCN(C(C)C)C(C)C>CC(O)C>[F:1][C:2]1[C:7]2[CH2:8][CH2:9][CH:10]([N:19]3[CH:23]=[C:22]([CH:24]4[CH2:29][CH2:28][N:27]([C:32]5[CH:37]=[CH:36][N:35]=[CH:34][N:33]=5)[CH2:26][CH2:25]4)[N:21]=[N:20]3)[C:11](=[O:18])[N:12]([CH2:13][C:14]([F:16])([F:17])[F:15])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 219225564-Chloropyrimidine hydrochlorideHCID 58063578HCID 58063578, compound

Product 1

HCID 58063525HCID 58063525, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a sealed tube, 6-fluoro-3-[4-(piperidin-4-yl)-1H-1,2,3-triazol-1-yl]-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (50 mg, 0.122 mmol), 4-chloropyrimidine hydrochloride (27.5 mg, 0.182 mmol) and DIEA (212 uL, 1.215 mmol) in 2-propanol (1.2 mL) was heated at 140° C. for 1 h. After cooling to ambient temperature and solvent removal under reduced pressure, the residue was purified by column chromatography on silica gel to afford 46 mg title compound.

Workup

  1. customsolvent removal under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-ee8c106cb0d8452088c6dfd99e50d183
Source dataset
uspto-grants-2013_11
Patent number
US08575150B2

Reaction notes

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