Methyl 2-[4-(Methylsulfonamido)phenyl]acetate → 9-(1H-Imidazol-1-yl)-4-[2-[4-[(methylsulfonyl)amino]phenyl]acetyl]-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

HRID 1089551Notes

Reaction equation

HRID 1089551 reaction equation
[N:1]1([C:6]2[CH:18]=[CH:17][C:9]3[O:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][O:16][C:8]=3[CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.C[Al](C)C.[CH3:23][S:24]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][C:35](OC)=[O:36])=[CH:30][CH:29]=1)(=[O:26])=[O:25]>>[N:1]1([C:6]2[CH:18]=[CH:17][C:9]3[O:10][CH2:11][CH2:12][N:13]([C:35](=[O:36])[CH2:34][C:31]4[CH:30]=[CH:29][C:28]([NH:27][S:24]([CH3:23])(=[O:25])=[O:26])=[CH:33][CH:32]=4)[CH2:14][CH2:15][O:16][C:8]=3[CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 14856363Methyl 2-[4-(Methylsulfonamido)phenyl]acetateHCID 148563649-(1H-imidazol-1-yl)-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonineHCID 16682925Trimethylaluminum

Product 1

HCID 148563659-(1H-Imidazol-1-yl)-4-[2-[4-[(methylsulfonyl)amino]phenyl]acetyl]-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

Procedure

In a manner similar to preparation 7, react 9-(1H-imidazol-1-yl)-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine, trimethylaluminum, and 4-[(methylsulfonyl)amino]benzeneacetic acid, methyl ester to obtain the title compound.

Workup

  1. customIn a manner similar to preparation 7

Sources & evidence

ORD record
ord-4851d7e94ae54af1bcc1fd6f6169ac5e
Source dataset
uspto-grants-1990_10
Patent number
US04966967

Reaction notes

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