3-chloro-N,N-dimethylpropane-1-sulfonamide → HCID 178486161, compound

HRID 536241Notes

Reaction equation

HRID 536241 reaction equation
[OH:1][C:2]1[C:11]2[N:10]=[C:9]([NH:12][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=3)[N:8]3[CH2:21][CH2:22][N:23]=[C:7]3[C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl[CH2:25][CH2:26][CH2:27][S:28]([N:31]([CH3:33])[CH3:32])(=[O:30])=[O:29]>>[CH3:32][N:31]([CH3:33])[S:28]([CH2:27][CH2:26][CH2:25][O:1][C:2]1[C:11]2[N:10]=[C:9]([NH:12][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=3)[N:8]3[CH2:21][CH2:22][N:23]=[C:7]3[C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:30])=[O:29]

Participants

3

Reactant 2

HCID 100353283-chloro-N,N-dimethylpropane-1-sulfonamide2×HCID 178522515N-(7-hydroxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)pyridine-3-carboxamide2×

Product 1

HCID 178486161HCID 178486161, compound

Procedure

The procedure used for the preparation of Example 1 was used to prepare the title compound from N-(7-hydroxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)nicotinamide (Intermediate C) and 3-chloro-N,N-dimethylpropane-1-sulfonamide (Intermediate F). High vacuum drying at 60° C. gave the title compound (44 mg, 39%): HPLC MS RT=0.68 min, MH+=457.3; 1H NMR (DMSO-d6+2 drops TFA-d) δ: 2.27 (2H, bs), 2.84 (6H, s), 3.36-3.37 (2H, m), 4.31 (2H, bs), 4.43 (2H, bs), 4.62 (2H, bs), 7.59-7.61 (1H, m), 7.71 (1H, bs), 7.83-7.86 (1H, m), 7.97-7.98 (1H, m), 8.89 (1H, bs), 9.00 (1H, m), 9.47 (1H, bs).

Workup

  1. customThe procedure used for the preparation of Example 1

Sources & evidence

ORD record
ord-b1e3982288a7426eb17e76c56f67ad5c
Source dataset
uspto-grants-2014_10
Patent number
US08859572B2

Reaction notes

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