HCID 57959828, compound → HCID 57959912, compound

HRID 1698507Notes

Reaction equation

HRID 1698507 reaction equation
[CH2:1]([S:4]([C:7]1[CH:12]=[CH:11][C:10]([CH:13]([NH2:20])[CH2:14][N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:9][CH:8]=1)(=[O:6])=[O:5])[CH2:2][CH3:3].[CH:21]1([C:24]2[CH:33]=[C:32]([C:34](Cl)=[O:35])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]=2)[CH2:23][CH2:22]1>>[CH:21]1([C:24]2[CH:33]=[C:32]([C:34]([NH:20][CH:13]([C:10]3[CH:11]=[CH:12][C:7]([S:4]([CH2:1][CH2:2][CH3:3])(=[O:6])=[O:5])=[CH:8][CH:9]=3)[CH2:14][N:15]3[CH2:16][CH2:17][CH2:18][CH2:19]3)=[O:35])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 57959828HCID 57959828, compoundHCID 67275938HCID 67275938, compound

Product 1

HCID 57959912HCID 57959912, compound

Procedure

{1-[4-(Propylsulphonyl)phenyl]-2-pyrrolidin-1-ylethyl}amine, the intermediate described in Example 47e, was reacted with 2-cyclopropylquinoline-4-carbonyl chloride (see above) under the conditions described in Example 47f. 1H NMR δ (400 MHz, CDCl3) δ 0.97 (3H, t, J=7.4 Hz), 1.07-1.11 (2H, m), 1.16-1.20 (2H, m), 1.66-1.77 (6H, m), 2.18-2.24 (1H, m), 2.48-2.50 (2H, m), 2.63-2.71 (3H, m), 2.91-3.02 (3H, m), 5.19-5.24 (1H, m), 7.29 (1H, s), 7.42-7.48 (2H, m), 7.56 (2H, d, J=8.3 Hz), 7.62-7.66 (1H, m), 7.82 (2H, d, J=8.3 Hz), 7.96 (1H, d, J=8.4 Hz), 8.13 (1H, d, J=8.3 Hz); m/z (ES+) 492 (M+H).

Sources & evidence

ORD record
ord-c186c40c42224131a5caa0a5f8e5e083
Source dataset
uspto-grants-2012_04
Patent number
US08163956B2

Reaction notes

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