Diisopropylethylamine → HCID 10388235, compound

HRID 1353462Notes

Reaction equation

HRID 1353462 reaction equation
[NH2:1][C@@H:2]1[CH2:8][S:7][CH2:6][CH2:5][NH:4][C:3]1=[O:9].Cl[C:11](OC1C=CC([N+]([O-])=O)=CC=1)=[O:12].C(N(C(C)C)CC)(C)C.[Cl:32][C:33]1[CH:42]=[C:41]2[C:36]([C:37]([N:44]3[CH2:49][CH2:48][NH:47][CH2:46][CH2:45]3)=[CH:38][C:39]([NH2:43])=[N:40]2)=[CH:35][CH:34]=1>>[NH2:43][C:39]1[CH:38]=[C:37]([N:44]2[CH2:49][CH2:48][N:47]([C:11]([NH:1][C@H:2]3[CH2:8][S:7][CH2:6][CH2:5][NH:4][C:3]3=[O:9])=[O:12])[CH2:46][CH2:45]2)[C:36]2[C:41](=[CH:42][C:33]([Cl:32])=[CH:34][CH:35]=2)[N:40]=1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 211017487-Chloro-4-(1-piperazinyl)-2-quinolinamineHCID 69515025HCID 69515025, compound

Product 1

HCID 10388235HCID 10388235, compound

Procedure

As described for example 78, (6S)-6-aminotetrahydro-1,4-thiazepin-5(2H)-one, p-nitrophenyl chloroformate, diisopropylethyl amine, and 7-chloro-4-(1-piperazinyl)-2-quinolinamine are reacted to afford the product. LC-MS: 434 (M++1). 1H NMR (CDCl3) δ 2.55–2.95 (m, 4), 3.0–3.25 (m, 4H), 3.6–3.9 (m, 6H), 4.8–5.0 (m, 3H), 6.1–6.2 (s, 1H), 6.2–6.4 (m, 2H), 7.1–7.24 (m, 1H), 7.6 (s, 1H), 7.7–7.8 (m, 1H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-dcaef8b079d6492099fdbdb373fb4639
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

Loading…