Methanesulfonyl chloride → 3-(3-{[(2,3-Dihydro-benzofuran-5-ylmethyl)-methanesulfonyl-amino]-methyl}-phenyl)-propionic acid methyl ester

HRID 2300494Notes

Reaction equation

HRID 2300494 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH:13][CH2:14][C:15]2[CH:16]=[CH:17][C:18]3[O:22][CH2:21][CH2:20][C:19]=3[CH:23]=2)[CH:7]=1.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>C(N(CC)CC)C>[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][N:13]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]3[O:22][CH2:21][CH2:20][C:19]=3[CH:23]=2)[S:26]([CH3:25])(=[O:28])=[O:27])[CH:7]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 541084383-(3-{[(2,3-Dihydro-benzofuran-5-ylmethyl)-amino]methyl}-phenyl)-propionic acid methyl ester

Product 1

HCID 539949543-(3-{[(2,3-Dihydro-benzofuran-5-ylmethyl)-methanesulfonyl-amino]-methyl}-phenyl)-propionic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound of Step B was prepared following the method described in Step B of Example 1 from 3-(3{[(2,3-dihydro-benzofuran-5-ylmethyl)-amino]-methyl}-phenyl)-propionic acid methyl ester of Step A and methanesulfonyl chloride using triethylamine in place of N,N-diisopropylethylamine. 1H NMR (400 MHz, CDCl3) δ 7.27 (m, 2H), 7.14 (m, 3H), 6.98 (d, 1H), 6.73 (d, 1H), 4.57 (t, 2H), 4.29 (s, 4H), 4.24 (s, 2H), 3.66 (s, 3H), 3.19 (t, 2H), 2.94 (t, 2H), 2.75 (s, 3H), 2.61 (t, 2H).

Sources & evidence

ORD record
ord-425a6e351f4d471198d57c4ec339ff49
Source dataset
uspto-grants-2002_12
Patent number
US06498172B1

Reaction notes

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