Diisopropylethylamine → HCID 22273646, compound

HRID 1064259Notes

Reaction equation

HRID 1064259 reaction equation
Cl[C:2]1[C:7]2=[C:8]([CH:17]([CH3:19])[CH3:18])[C:9]([C:11]3[O:15][N:14]=[C:13]([CH3:16])[N:12]=3)=[CH:10][N:6]2[N:5]=[CH:4][N:3]=1.[CH2:20]([NH:22][C:23]1[CH:24]=[C:25]2[CH:31]=[CH:30][NH:29][C:26]2=[N:27][CH:28]=1)[CH3:21].C(N(C(C)C)CC)(C)C>CN(C=O)C>[CH2:20]([N:22]([C:2]1[C:7]2=[C:8]([CH:17]([CH3:19])[CH3:18])[C:9]([C:11]3[O:15][N:14]=[C:13]([CH3:16])[N:12]=3)=[CH:10][N:6]2[N:5]=[CH:4][N:3]=1)[C:23]1[CH:24]=[C:25]2[CH:31]=[CH:30][NH:29][C:26]2=[N:27][CH:28]=1)[CH3:21]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 22273641N-Ethyl-1H-pyrrolo[2,3-b]pyridin-5-amineHCID 22273667HCID 22273667, compound

Product 1

HCID 22273646HCID 22273646, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure described above in Example 24 was employed. Thus, when 4-chloro-5-isopropyl-6-(3-methyl-[1,2,4]oxadiazol-5-yl)-pyrrolo[2,1-f][1,2,4]triazine (86 mg, 0.31 mmol), ethyl-(1H-pyrrolo[2,3-b]pyridin-5-yl)-amine (50 mg, 0.31 mmol) and diisopropylethylamine (162 μL, 0.93 mmol) in DMF (2.0 mL) were used, the title compound was obtained. LCMS; m/z 403 (M+H)+. Monohydrochloride salt: 1H NMR (400 MHz, DMSO-d6) δ 9.70 (1H, s), 8.20 (1H, s.), 8.02 (1H, s), 7.52 (1H, s), 7.29 (1H, s), 6.38 (1H, br. s.), 4.10 (2H, q, J=6.8 Hz), 3.24(1H, m), 2.30 (3H, s), 1.19 (3H, t, J=6.8 Hz), 0.59 (6H, d, J=7.1 Hz). (1H, m), 2.30 (3H, s), 1.19 (3H, t, J=6.8 Hz), 0.59 (6H, d, J=7.1 Hz).

Sources & evidence

ORD record
ord-c0ff7505ab404d2bb388a509ab3f349a
Source dataset
uspto-grants-2005_11
Patent number
US06969717B2

Reaction notes

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