Diisopropylethylamine → HCID 58864153, compound

HRID 1353469Notes

Reaction equation

HRID 1353469 reaction equation
[C:1]([N:4]1[CH2:10][CH2:9][CH2:8][CH2:7][C@@H:6]([NH2:11])[CH2:5]1)(=[O:3])[CH3:2].Cl[C:13](OC1C=CC([N+]([O-])=O)=CC=1)=[O:14].C(N(C(C)C)CC)(C)C.[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[CH2:51][CH2:50][N:49]([C:13]([NH:11][C@H:6]3[CH2:7][CH2:8][CH2:9][CH2:10][N:4]([C:1](=[O:3])[CH3:2])[CH2:5]3)=[O:14])[CH2:48][CH2:47]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 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 211017487-Chloro-4-(1-piperazinyl)-2-quinolinamineHCID 69514883HCID 69514883, compound

Product 1

HCID 58864153HCID 58864153, compound

Procedure

As described for example 78, (3R)-1-acetylhexahydro-1H-azepin-3-amine, 4-nitrophenyl chloroformate, diisopropyl(ethyl)amine, and 7-chloro-4-(1-piperazinyl)-2-quinolinamine are reacted to afford the product as a light yellow solid. LC-MS: 445 (M++1). 1H NMR (CDCl3) δ 7.70 (d, 1H), 7.60 (s, 1H), 7.15 (d, 1H), 6.02 (s, 1H), 4.70 (s, 2H), 4.22 (d, 1H), 4.10 (m, 1H), 3.92 (m, 1H), 3.60 (m, 4H), 3.10 (m, 6H), 2.25 (m, 1H), 2.15 (s, 3H), 1.60–1.90 (m, 3H), 1.30–1.40 (m, 2H).

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-9bfbcc2051b5444e8e28404cf1413249
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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