Trifluoroacetic acid → HCID 69515070, compound

HRID 1353496Notes

Reaction equation

HRID 1353496 reaction equation
CC(O[C:6](=[O:20])[NH:7][C@@H:8]1[CH2:14][CH2:13][CH2:12][CH2:11][N:10]([C:15]([NH:17][CH3:18])=[O:16])[C:9]1=[O:19])(C)C.C(O)(C(F)(F)F)=O.C([O-])([O-])=O.[K+].[K+].[Cl:34][C:35]1[CH:44]=[C:43]2[C:38]([C:39]([N:46]3[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]3)=[CH:40][C:41]([NH2:45])=[N:42]2)=[CH:37][CH:36]=1>>[NH2:45][C:41]1[CH:40]=[C:39]([N:46]2[CH2:47][CH2:48][N:49]([C:6]([NH:7][C@@H:8]3[CH2:14][CH2:13][CH2:12][CH2:11][N:10]([C:15]([NH:17][CH3:18])=[O:16])[C:9]3=[O:19])=[O:20])[CH2:50][CH2:51]2)[C:38]2[C:43](=[CH:44][C:35]([Cl:34])=[CH:36][CH:37]=2)[N:42]=1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 211017487-Chloro-4-(1-piperazinyl)-2-quinolinamineHCID 21101880HCID 21101880, compound

Product 1

HCID 69515070HCID 69515070, compound

Procedure

As described for example 213, [(3R)-hexahydro-1-[(methylamino)carbonyl]-2-oxo-1H-azepin-3-yl]-carbamic acid-1,1-dimethylethyl ester, TFA, K2CO3 (sat.) 7-chloro-4-(1-piperazinyl)-2-quinolinamine are reacted to afford the product. 1H NMR (DMSO-d6): δ 1.2 (m, 1H), 1.6 (m, 1H), 1.71 (m, 2H), 1.84 (m, 2H), 2.73 (s, 3H), 2.98 (m, 4H), 3.31 (m, 2H), 3.58 (m, 4H), 4.57 (m, 1H), 4.64 (t, 1H), 6.22 (s, 1H), 6.45 (br. s, 1H), 6.78 (d, 1H), 7.11 (d, 1H), 7.37 (s, 1H), 7.76 (d, 1H), 8.84 (m, 1H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-b66a8b37d2a64a71a29efe260b764268
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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