2-(Dimethylamino)ethanol → HCID 118522878, compound

HRID 529802Notes

Reaction equation

HRID 529802 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:45][CH:46]([F:48])[F:47])=[C:6]([C:8]2[C:12]([NH:13][C:14]([C:16]3[CH:17]=[N:18][N:19]4[CH:24]=[CH:23][CH:22]=[N:21][C:20]=34)=[O:15])=[CH:11][N:10]([CH2:25][C:26]([N:28]3[CH2:33][CH2:32][CH:31]([C:34]([O:36][CH2:37][CH2:38][N:39]4[CH2:44]COC[CH2:40]4)=[O:35])[CH2:30][CH2:29]3)=[O:27])[N:9]=2)[CH:7]=1.CN(C)CCO>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:45][CH:46]([F:47])[F:48])=[C:6]([C:8]2[C:12]([NH:13][C:14]([C:16]3[CH:17]=[N:18][N:19]4[CH:24]=[CH:23][CH:22]=[N:21][C:20]=34)=[O:15])=[CH:11][N:10]([CH2:25][C:26]([N:28]3[CH2:29][CH2:30][CH:31]([C:34]([O:36][CH2:37][CH2:38][N:39]([CH3:44])[CH3:40])=[O:35])[CH2:32][CH2:33]3)=[O:27])[N:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 79022-(Dimethylamino)ethanolHCID 118522595HCID 118522595, compound

Product 1

HCID 118522878HCID 118522878, compound

Procedure

Using synthetic method analoguous to that of 2-(morpholin-4-yl)ethyl 1-(2-[3-[5-chloro-2-(difluoromethoxy)phenyl]-4-[pyrazolo[1,5-a]pyrimidine-3-amido]-1H-pyrazol-1-yl]acetyl)piperidine-4-carboxylate, the title compound was prepared from 2-(dimethylamino)ethan-1-ol. LCMS (Method 24) [M+H]+=645.2, RT=2.97 min. 1H NMR (400 MHz, DMSO-d6) δ: (ppm) 9.76 (s, 1H), 9.34 (dd, 1H, J=1.6, 6.8 Hz), 8.68-8.67 (m, 2H), 8.31 (s, 1H), 7.62 (dd, 1H, J=2.4, 8.8 Hz), 7.55 (d, 1H, J=2.4 Hz), 7.45 (d, 1H, J=8.8 Hz), 7.28 (dd, 1H, J=4.4, 7.2 Hz), 7.21 (t, J=73.1 Hz, 1H) 5.30-5.14 (m, 2H), 4.21-4.10 (m, 3H), 3.89-3.78 (m, 1H), 3.24-3.14 (m, 1H), 2.89-2.60 (m, 2H), 2.49-2.45 (m, 2H), 2.16 (s, 6H), 1.89-1.81 (m, 2H), 1.68-1.37 (m, 2H).

Sources & evidence

ORD record
ord-e6ab7881d60b4ceabb925b7f8adced03
Source dataset
uspto-grants-2016_05
Patent number
US09346815B2

Reaction notes

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