1,3-Propanediamine → HCID 86691391, compound

HRID 540141Notes

Reaction equation

HRID 540141 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[N:5]=[C:4]([N:13]2[CH2:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[S:16](=[O:25])(=[O:24])[CH2:15][CH2:14]2)[CH:3]=1.Br[CH2:27][CH2:28][O:29][CH3:30].[CH2:31]([NH2:35])[CH2:32][CH2:33][NH2:34]>>[O:24]=[S:16]1(=[O:25])[C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[CH2:19][N:13]([C:4]2[CH:3]=[C:2]([NH:34][CH2:33][CH2:32][CH2:31][NH2:35])[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:27][CH2:28][O:29][CH3:30])[CH:10]=3)[N:5]=2)[CH2:14][CH2:15]1

Participants

4

Reactant 3

HCID 4281,3-PropanediamineHCID 809722-Bromoethyl methyl etherHCID 71255125HCID 71255125, compound

Product 1

HCID 86691391HCID 86691391, compound

Procedure

The title compound was prepared in analogy to Example 30-1 by using 4-chloro-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinolin-6-ol (prepared in analogy to the one in Example 29), 1-bromo-2-methoxyethane and propane-1,3-diamine. MS obsd. (ESI+) [(M+H)+] 471, 1H NMR (400 MHz, CD3OD) δ ppm 8.10-8.05 (d, J=8 Hz, 1 H), 7.90-7.83 (d, J=7.6 Hz, 1 H), 7.77-7.68 (q, J=9.2 Hz, 2 H), 7.60-7.52 (m, 2 H), 7.42-7.36 (m, 1 H), 5.95 (s, 1 H), 5.30 (s, 2 H), 4.56-4.45 (m, 2 H), 4.22-4.18 (t, J=2.8 Hz, 2 H), 3.80-3.75 (t, J=2.8 Hz, 2 H), 3.75-3.70 (t, J=4.4 Hz, 2 H), 3.65-3.58 (t, J=6.8 Hz, 2 H), 3.42 (s, 3 H), 3.15-3.09 (t, J=7.6 Hz, 2 H), 2.16-2.05 (m, 2 H).

Sources & evidence

ORD record
ord-2090cc5d063b48f2a7145c9a2850097e
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

Loading…