Acetic Anhydride → HCID 69147614, compound
Reaction equation
[NH2:1][C:2]1[N:14]=[C:13]([C:15]2[C:20]([O:21][CH2:22][CH:23]([CH3:26])[CH2:24]C)=[CH:19][CH:18]=[CH:17][C:16]=2[O:27][CH2:28][C:29]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=2)[CH:12]=[C:11]([C:37]2[CH:42]=[CH:41][C:40]([NH2:43])=[C:39]([OH:44])[CH:38]=2)[C:3]=1[C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].[C:45](OC(=O)C)(=[O:47])[CH3:46]>C(OCC)(=O)C>[C:45]([NH:43][C:40]1[CH:41]=[CH:42][C:37]([C:11]2[C:3]([C:4]([O:6][C:7]([CH3:10])([CH3:8])[CH3:9])=[O:5])=[C:2]([NH2:1])[N:14]=[C:13]([C:15]3[C:16]([O:27][CH2:28][C:29]4[CH:30]=[CH:31][C:32]([O:35][CH3:36])=[CH:33][CH:34]=4)=[CH:17][CH:18]=[CH:19][C:20]=3[O:21][CH2:22][CH:23]3[CH2:26][CH2:24]3)[CH:12]=2)=[CH:38][C:39]=1[OH:44])(=[O:47])[CH3:46]Participants
4
Procedure
To a solution of tert-butyl 2-amino-4-(4-amino-3-hydroxyphenyl)-6-[2-[(4-methoxybenzyl)oxy]-6-(2-methylbutoxy)phenyl]nicotinate (2.46 g, 4.21 mmol) was added acetic anhydride (0.44 mL, 4.63 mmol). The mixture was stirred at room temperature for overnight. The mixture was diluted with ethyl acetate and washed with saturated aqueous NaHCO3 and brine. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure to give tert-butyl 4-[4-(acetylamino)-3-hydroxyphenyl]-2-amino-6-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}nicotinate. (2.65 g, 100%); LC-MS (M/z=626, M+1)