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

HRID 1616889Notes

Reaction equation

HRID 1616889 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.F[C:30]1C=C(S(C2C=CC3OC=C(CCNC(=O)OC(C)(C)C)C=3C=2)(=O)=O)C=CC=1.O1CCOC1[CH2:63][CH2:64][NH:65][C:66](=[O:69])[CH2:67]C.O1CCOC1CCNC.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]([CH2:63][CH2:64][N:65]([CH3:30])[C:66](=[O:69])[CH3:67])[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 7918Acetic AnhydrideHCID 219755672-(N-Methyl-2-aminoethyl)-1,3-dioxolaneHCID 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)carbamateHCID 86673692N-(2-[1,3]dioxolan-2-yl-ethyl)-methyl-acetamide

Product 1

HCID 67323783N-(2-{6-[(3-Fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}ethyl)-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-(2-[1,3]dioxolan-2-yl-ethyl)-methyl-acetamide, which was prepared from (2-[1,3]dioxolan-2-yl-ethyl)-methyl-amine and acetic anhydride. MS m/z 431 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6f751d874f564621a4278ba2371b2ea8
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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