1-(Chloromethyl)-4-methanesulfonylbenzene → HCID 178504766, compound

HRID 536240Notes

Reaction equation

HRID 536240 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][C:26]1[CH:31]=[CH:30][C:29]([S:32]([CH3:35])(=[O:34])=[O:33])=[CH:28][CH:27]=1>>[CH3:35][S:32]([C:29]1[CH:30]=[CH:31][C:26]([CH2:25][O:1][C:2]2[C:11]3[N:10]=[C:9]([NH:12][C:13](=[O:20])[C:14]4[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=4)[N:8]4[CH2:21][CH2:22][N:23]=[C:7]4[C:6]=3[CH:5]=[CH:4][CH:3]=2)=[CH:27][CH:28]=1)(=[O:33])=[O:34]

Participants

3

Reactant 2

HCID 1235301-(Chloromethyl)-4-methanesulfonylbenzeneHCID 178522515N-(7-hydroxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)pyridine-3-carboxamide2×

Product 1

HCID 178504766HCID 178504766, 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 1-(chloromethyl)-4-(methylsulfonyl)benzene. High vacuum drying at 60° C. gave the title compound (50 mg, 43%): HPLC MS RT=2.05 min, MH+=476.1; 1H NMR (DMSO-d6+2 drops TFA-d) δ: 3.24 (3H, s), 4.28-4.34 (2H, m), 4.59-4.66 (2H, m), 5.62 (2H, s), 7.61 (1H, t), 7.79-7.88 (4H, m), 7.98-8.05 (3H, m), 8.98-9.02 (2H, m), 9.53 (1H, s).

Workup

  1. customThe procedure used for the preparation of Example 1

Sources & evidence

ORD record
ord-0660a99bb0d44842b033baf62bba8a58
Source dataset
uspto-grants-2014_10
Patent number
US08859572B2

Reaction notes

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