4-Dimethylaminobutylamine → HCID 22057958, compound

HRID 1828732Notes

Reaction equation

HRID 1828732 reaction equation
[CH3:1][N:2]([CH3:8])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].Cl[C:10]1[N:15]=[CH:14][C:13]([C:16]([NH:18][C:19]2[CH:24]=[C:23]([NH:25][C:26]([C:28]3[CH:33]=[CH:32][N:31]=[C:30]([N:34]4[CH2:39][CH2:38][O:37][CH2:36][CH2:35]4)[CH:29]=3)=[O:27])[CH:22]=[CH:21][C:20]=2[CH3:40])=[O:17])=[CH:12][CH:11]=1>O>[CH3:1][N:2]([CH3:8])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:10]1[N:15]=[CH:14][C:13]([C:16]([NH:18][C:19]2[CH:24]=[C:23]([NH:25][C:26]([C:28]3[CH:33]=[CH:32][N:31]=[C:30]([N:34]4[CH2:35][CH2:36][O:37][CH2:38][CH2:39]4)[CH:29]=3)=[O:27])[CH:22]=[CH:21][C:20]=2[CH3:40])=[O:17])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 770634-DimethylaminobutylamineHCID 22057946HCID 22057946, compound

Product 1

HCID 22057958HCID 22057958, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-dimethylaminobutylamine (5 ml) and 6-chloro-N-[2-methyl-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]pyridine-3-carboxamide (0.181 g) was stirred and heated to 100° C. for 16 hours. The mixture was poured into water (50 ml) and stirred for 20 minutes. The resultant solid was isolated, washed with diethyl ether and under vacuum at 40° C. There was thus obtained the title compound (0.17 g); NMR Spectrum: (DMSOd6) 1.4-1.6 (m, 4H), 2.1 (s, 6H), 2.19 (s, 3H), 2.21 (m, 2H), 3.52 (m, 6H, 3.72 (m, 4H), 6.49 (d, 1H), 7.14 (m, 2H), 7.21 (m, 2H), 7.54 (d, 1H), 7.78 (s, 1H), 7.85 (d, 1H), 8.27 (d, 1H), 8.64 (s, 1H), 9.51 (s, 1H), 10.26 (s, 1H); Mass Spectrum M+H+ 532.

Workup

  1. stirringstirred for 20 minutes
  2. customThe resultant solid was isolated
  3. washwashed with diethyl ether and under vacuum at 40° C

Sources & evidence

ORD record
ord-79b16505cbe64503bd70af4190778157
Source dataset
uspto-grants-2006_06
Patent number
US07060700B2

Reaction notes

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