Acetamide → N-(2-{6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}ethyl)acetamide

HRID 1616887Notes

Reaction equation

HRID 1616887 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:8]([C:11]2[CH:12]=[CH:13][C:14]3[O:28][C:18]4[CH:19](CNC(=O)C)[NH:20][CH2:21][CH2:22][C:17]=4[C:15]=3[CH:16]=2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.FC1C=C(S(C2C=CC3OC=C([CH2:47][CH2:48][NH:49][C:50](=[O:56])OC(C)(C)C)C=3C=2)(=O)=O)C=CC=1.O1CCO[CH:59]1NCC.C(N)(=O)C.O1CCOC1CCN.C(OC(=O)C)(=O)C>>[F:1][C:2]1[CH:3]=[C:4]([S:8]([C:11]2[CH:12]=[CH:13][C:14]3[O:28][C:18]4[CH:19]([CH2:47][CH2:48][NH:49][C:50](=[O:56])[CH3:59])[NH:20][CH2:21][CH2:22][C:17]=4[C:15]=3[CH:16]=2)(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 6

HCID 178AcetamideHCID 7918Acetic AnhydrideHCID 798271,3-Dioxolane-2-ethylamineHCID 67325542N-({6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)acetamideHCID 68794696N-[1,3]dioxolan-2-yl-ethylamineHCID 86673691Tert-butyl (2-{5-[(3-fluorophenyl)sulfonyl]-1-benzofuran-3-yl}ethyl)carbamate

Product 1

HCID 67325386N-(2-{6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}ethyl)acetamide

Procedure

Prepared as described for N-({6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)acetamide using tert-butyl (2-{5-[(3-fluorophenyl)sulfonyl]-1-benzofuran-3-yl}ethyl)carbamate and N-[1,3]dioxolan-2-yl-ethylamine)-acetamide, which was prepared from 2-[1,3]dioxolan-2-yl-ethylamine and acetic anhydride. MS m/z 417 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-21f1e53bbd7a4c92b801bb53a16ccd1b
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

Loading…