Acetamide → N-({6-[(3-Fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)-N-methylacetamide

HRID 1616888Notes

Reaction equation

HRID 1616888 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]([CH2:23][NH:24][C:25](=[O:27])[CH3:26])[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.F[C:30]1C=C(S(C2C=CC3OC=C(CCNC(=O)OC(C)(C)C)C=3C=2)(=O)=O)C=CC=1.C(N)(=O)C.O1CCOC1CNC.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]([CH2:23][N:24]([CH3:30])[C:25](=[O:27])[CH3:26])[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

6

Reactant 5

HCID 178AcetamideHCID 7918Acetic AnhydrideHCID 5417541,3-Dioxolane-2-methanamine, N-methyl-HCID 67325542N-({6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)acetamideHCID 86673691Tert-butyl (2-{5-[(3-fluorophenyl)sulfonyl]-1-benzofuran-3-yl}ethyl)carbamate

Product 1

HCID 67326062N-({6-[(3-Fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)-N-methylacetamide

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-ylmethyl-methyl)-acetamide, which was prepared from [1,3]dioxolan-2-ylmethyl-methyl-amine and acetic anhydride. MS m/z 417 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d85d2ab695b14c4abb77e0d6c565f9b3
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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