Diisopropylethylamine → HCID 178482925, compound

HRID 1909026Notes

Reaction equation

HRID 1909026 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([C:11]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([C:19]4[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[CH:22]=[N:21][CH:20]=4)[CH:14]=3)=[O:12])[NH:8]2)=[CH:4][N:3]=1.[CH3:29][N:30]([CH3:37])[CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1.CCN(C(C)C)C(C)C>CC(N(C)C)=O>[CH3:29][N:30]([CH3:37])[CH:31]1[CH2:36][CH2:35][N:34]([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[C:7]([C:11]([C:13]4[CH:18]=[CH:17][N:16]=[C:15]([C:19]5[C:28]6[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=6)[CH:22]=[N:21][CH:20]=5)[CH:14]=4)=[O:12])[NH:8]3)=[CH:4][N:3]=2)[CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 417391N,N-Dimethylpiperidin-4-amineHCID 178519757HCID 178519757, compound

Product 1

HCID 178482925HCID 178482925, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
120 °C

Procedure

To a 0.5 mL DMA solution of crude (2-chloro-9H-purin-8-yl)-(2-isoquinolin-4-yl-pyridin-4-yl)-methanone (60 mg, 0.155 mmol) was added dimethyl-piperidin-4-yl-amine (199 mg, 1.55 mmol) and DIEA (270 μl, 1.55 mmol). The mixture was heated to 120° C. for 1 hour. The mixture was then cooled and evaporated to dryness. Purification by preparative LCMS gave the title compound. HRMS m/z 479.2329 (M+H)+.

Workup

  1. temperatureThe mixture was then cooled
  2. customevaporated to dryness
  3. customPurification by preparative LCMS

Sources & evidence

ORD record
ord-7d4feb1c65e24100a479650fe26e7ab3
Source dataset
uspto-grants-2013_12
Patent number
US08598217B2

Reaction notes

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