HCID 22291565, compound → HCID 22291634, compound

HRID 968106Notes

Reaction equation

HRID 968106 reaction equation
[Cl:1][C:2]1[C:3]([C:15]([OH:17])=O)=[N:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1.[NH2:18][C:19]1[CH:43]=[CH:42][C:22]2[CH2:23][CH2:24][C:25]3[C:26]([C:39]([NH2:41])=[O:40])=[N:27][N:28]([C:30]4[CH:38]=[CH:37][C:33]5[O:34][CH2:35][O:36][C:32]=5[CH:31]=4)[C:29]=3[C:21]=2[CH:20]=1>>[O:34]1[C:33]2[CH:37]=[CH:38][C:30]([N:28]3[C:29]4[C:21]5[CH:20]=[C:19]([NH:18][C:15]([C:3]6[C:2]([Cl:1])=[CH:7][CH:6]=[C:5]([N:8]7[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]7)[N:4]=6)=[O:17])[CH:43]=[CH:42][C:22]=5[CH2:23][CH2:24][C:25]=4[C:26]([C:39]([NH2:41])=[O:40])=[N:27]3)=[CH:31][C:32]=2[O:36][CH2:35]1

Participants

3

Reactant 2

HCID 22291565HCID 22291565, compoundHCID 22291575HCID 22291575, compound

Product 1

HCID 22291634HCID 22291634, compound

Procedure

The title compound was synthesized from 0.30 g of 3-chloro-6-(4-methylpiperazin-1-yl)-2-pyridine carboxylic acid, obtained by acidification of its K-salt from step 1, and the title compound of step 4 of Example 161 (0.217 g) by the same procedure used for Example 260. The title compound is a brown solid (0.23 g, 61%), m.p. 264-266° C. (decomposition). Its structure was confirmed by 1H NMR and LC/MS: 1H NMR (d6-DMSO): δ 2.70 (s, 3H), 2.72-4.30 (m, 12H), 6.02 (s, 2H), 6.92-7.12 (m, 4H), 7.22-7.36 (m, 3H), 7.42-7.53 (m, 2H), 7.77 (d, 1H, J=9 Hz), 10.32 (s, 1H). ESI mass spectrum for C30H29ClN7O4+: 586 (M+1).

Workup

  1. customobtained by acidification of its K-salt from step 1

Sources & evidence

ORD record
ord-54d26e5cb784456a87e5a545e7b1cf1b
Source dataset
uspto-grants-2005_10
Patent number
US06956052B2

Reaction notes

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