Diisopropylethylamine → HCID 178437150, compound

HRID 710073Notes

Reaction equation

HRID 710073 reaction equation
[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[NH:6][C:7]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)=[N:8][C:4]=2[CH:3]=1.Cl[C:18]1[N:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][N:19]=1.C(N(CC)C(C)C)(C)C>CC(O)C>[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[NH:6][C:7]([CH:9]3[CH2:10][CH2:11][N:12]([C:18]4[N:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][N:19]=4)[CH2:13][CH2:14]3)=[N:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 35727632-Chloro-5-ethylpyrimidineHCID 178419323HCID 178419323, compound

Product 1

HCID 178437150HCID 178437150, compoundYield 30.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
90 °C

Procedure

Intermediate 1 (500 mg, 1.69 mmol) and 2-chloro-5-ethylpyrimidine (264 mg, 1.86 mmol) were dissolved in propan-2-ol (25 ml). To this mixture N,N-Diisopropylethyl amine (1.8 ml, 10.1 mmol) added and stirred at 90° C. for 12 h. After completion of the reaction, propan-2-ol was removed to obtain the crude. Crude was purified by combiflash using a mixture of AcOET and Petether (40:60) as eluent to afford the titled compound (0.2 g) as a pale-yellow solid.

Workup

  1. customwas removed
  2. customto obtain the crude
  3. customCrude was purified by combiflash
  4. additiona mixture of AcOET and Petether (40:60) as eluent

Sources & evidence

ORD record
ord-db58ea6b6caa43658999f095925e38f4
Source dataset
uspto-grants-2015_11
Patent number
US09181214B2

Reaction notes

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