Acetic acid, 2-isothiocyanato-, ethyl ester → HCID 58864169, compound

HRID 1353449Notes

Reaction equation

HRID 1353449 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[CH:7][C:8]([NH2:12])=[N:9]2)=[CH:4][CH:3]=1.[CH2:19]([O:21][C:22](=[O:27])[CH2:23][N:24]=[C:25]=[S:26])[CH3:20].C(N(C(C)C)CC)(C)C>>[CH2:19]([O:21][C:22](=[O:27])[CH2:23][NH:24][C:25]([N:16]1[CH2:17][CH2:18][N:13]([C:6]2[C:5]3[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=3)[N:9]=[C:8]([NH2:12])[CH:7]=2)[CH2:14][CH2:15]1)=[S:26])[CH3:20]

Participants

4

Reactant 3

HCID 32202Acetic acid, 2-isothiocyanato-, ethyl esterHCID 81531DiisopropylethylamineHCID 211017487-Chloro-4-(1-piperazinyl)-2-quinolinamine

Product 1

HCID 58864169HCID 58864169, compound

Procedure

As described for example 159, 7-chloro-4-(1-piperazinyl)-2-quinolinamine, isothiocyanato-acetic acid-ethy ester, and diisopropylethyl amine, are reacted to give the product as a white solid. LC-MS: 407 (M++1). 1H NMR (DMSO-d6): δ 1.16 (t, 3H), 3.05 (br.s, 4H), 4.01 (br.s, 4H), 4.06 (q, 2H), 4.20 (d, 2H), 6.24 (s, 1H), 6.47 (br.s, 2H), 7.08 (dd, 1H), 7.36 (d, 1H), 7.76 (d, 1H), 8.23 (dd, 1H).

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-5b6aec5363404ab88496965a45fb5fd9
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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