1-methyl-1H-imidazole-4-sulfonyl chloride → 7-[(1-Methyl-1H-imidazole-4-sulfonyl)-(4-thiazol-2-yl-benzyl)-amino]-heptanoic acid methyl ester

HRID 2117492Notes

Reaction equation

HRID 2117492 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)=[CH:14][CH:13]=1.[CH3:24][N:25]1[CH:29]=[C:28]([S:30](Cl)(=[O:32])=[O:31])[N:27]=[CH:26]1>C(N(CC)CC)C>[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]([S:30]([C:28]1[N:27]=[CH:26][N:25]([CH3:24])[CH:29]=1)(=[O:32])=[O:31])[CH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 27368871-methyl-1H-imidazole-4-sulfonyl chlorideHCID 542806757-(4-Thiazol-2-yl-benzylamino)-heptanoic acid methyl ester

Product 1

HCID 539487207-[(1-Methyl-1H-imidazole-4-sulfonyl)-(4-thiazol-2-yl-benzyl)-amino]-heptanoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound of Step B was prepared from 7-(4-thiazol-2-yl-benzylamino)-heptanoic acid methyl ester of Step A and 1-methyl-1H-imidazole-4-sulfonyl chloride following the method described in Example 1, Step B using triethylamine in place of N,N-diisopropylethylamine. 1H NMR (400 MHz, CDCl3) δ 7.90 (d, 2H), 7.85 (d, 1H), 7.49 (s, 1H), 7.43 (m, 3H), 7.32 (d, 1H), 4.47 (s, 2H), 3.74 (s, 3H), 3.62 (s, 3H), 3.20 (t, 2H), 2.20 (t, 2H), 1.48 (m, 2H), 1.40 (m, 2H), 1.15 (m, 4H); MS 477 (M+1).

Sources & evidence

ORD record
ord-5a543cf8b6974ce79d89fc964cc13009
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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