1-Acetylpiperazine → 8-(4-acetylpiperazin-1-yl)-N-(2,4-difluorophenyl)-N-methyl-4H-thieno[3,2-c]chromene-2-carboxamide

HRID 84697Notes

Reaction equation

HRID 84697 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[O:8][CH2:7][C:6]3[CH:12]=[C:13]([C:15]([N:17]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=4[F:26])[CH3:18])=[O:16])[S:14][C:5]=3[C:4]=2[CH:3]=1.[C:27]([N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)(=[O:29])[CH3:28]>>[C:27]([N:30]1[CH2:35][CH2:34][N:33]([C:2]2[CH:11]=[CH:10][C:9]3[O:8][CH2:7][C:6]4[CH:12]=[C:13]([C:15]([N:17]([C:19]5[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=5[F:26])[CH3:18])=[O:16])[S:14][C:5]=4[C:4]=3[CH:3]=2)[CH2:32][CH2:31]1)(=[O:29])[CH3:28]

Participants

3

Reactant 2

HCID 837951-AcetylpiperazineHCID 579003378-bromo-N-(2,4-difluorophenyl)-N-methyl-4H-thieno[3,2-c]chromene-2-carboxamide

Product 1

HCID 442419628-(4-acetylpiperazin-1-yl)-N-(2,4-difluorophenyl)-N-methyl-4H-thieno[3,2-c]chromene-2-carboxamide

Procedure

Following Example 70 and General Procedure D, 8-bromo-N-(2,4-difluorophenyl)-N-methyl-4H-thieno[3,2-c]chromene-2-carboxamide 160bp and 1-acetylpiperazine were reacted to give 120bp. 1H NMR (400 MHz, CDCl3) δ 7.23 (m, 1 H), 6.82-6.93 (m, 5 H), 5.99 (s, 1 H), 5.01 (s, 2 H), 3.86 (m, 2 H), 3.73 (m, 2 H), 3.32 (s, 3 H), 3.21 (m, 2 H), 3.16 (m, 2 H), 2.13 (s, 3 H). LCMS (ESI) m/z: 484.1

Workup

  1. customwere reacted
  2. customto give 120bp

Sources & evidence

ORD record
ord-a5ac1a7302b34e7b9f2931872ce03c22
Source dataset
uspto-grants-2014_09
Patent number
US08846762B2

Reaction notes

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