1-methyl-1H-imidazole-4-sulfonyl chloride → (3-{[(4-Butyl-benzyl)-(1-methyl-1H-imidazole-4-sulfonyl)-amino]-methyl}phenyl)-acetic acid methyl ester

HRID 2117481Notes

Reaction equation

HRID 2117481 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][CH:15]=2)[CH:6]=1.[CH3:25][N:26]1[CH:30]=[C:29]([S:31](Cl)(=[O:33])=[O:32])[N:28]=[CH:27]1>>[CH3:1][O:2][C:3](=[O:24])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][N:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][CH:15]=2)[S:31]([C:29]2[N:28]=[CH:27][N:26]([CH3:25])[CH:30]=2)(=[O:33])=[O:32])[CH:6]=1

Participants

3

Reactant 2

HCID 27368871-methyl-1H-imidazole-4-sulfonyl chlorideHCID 54268705(3-((4-Butyl-benzylamino)-methyl)-phenyl)-acetic acid methyl ester

Product 1

HCID 54262180(3-{[(4-Butyl-benzyl)-(1-methyl-1H-imidazole-4-sulfonyl)-amino]-methyl}phenyl)-acetic acid methyl ester

Procedure

The title compound of Step B was prepared following the procedure described in Step B of Example 1 from {3-[(4-butyl-benzylamino)- methyl]-phenyl}-acetic acid methyl ester, prepared in Step A of Example 9, and 1-methyl-1H-imidazole-4-sulfonyl chloride. 1H NMR (400 MHz, CDCl3) δ 747 (s, 1H), 7.34 (s, 1H), 7.18-7.02 (m, 8H), 4.38 (s, 4H), 3.71 (s, 3H), 3.68 (s, 3H), 3.52 (s, 2H), 2.55 (t, 2H), 1.55 (m, 2H), 1.32 (m, 2H), 0.91 (t, 3H); MS 470 (M+1).

Sources & evidence

ORD record
ord-041149596d8948dea559eecfc881e7a6
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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