Methylamine → N-methyl-3-{3-(4-tert-butylphenyl)-3-[4-(2H-tetrazol-5-ylcarbamoyl)benzyl]-ureido}benzamide

HRID 1633974Notes

Reaction equation

FC1C([O:8][C:9](=O)[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17]([N:19]([C:35]3[CH:40]=[CH:39][C:38]([C:41]([CH3:44])([CH3:43])[CH3:42])=[CH:37][CH:36]=3)[CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27](=[O:34])[NH:28][C:29]4[N:30]=[N:31][NH:32][N:33]=4)=[CH:23][CH:22]=3)=[O:18])[CH:11]=2)=C(F)C(F)=C(F)C=1F.[CH3:50][NH2:51]>C1COCC1>[CH3:50][NH:51][C:9](=[O:8])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17]([N:19]([C:35]2[CH:40]=[CH:39][C:38]([C:41]([CH3:44])([CH3:42])[CH3:43])=[CH:37][CH:36]=2)[CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27](=[O:34])[NH:28][C:29]3[N:30]=[N:31][NH:32][N:33]=3)=[CH:23][CH:22]=2)=[O:18])[CH:11]=1

Participants

Conditions

Temperature: 25 °C

Procedure

To the above resin bound 3-{3-(4-tert-butylphenyl)-3-[4-(2H-tetrazol-5-ylcarbamoyl) benzyl]-ureido}benzoic acid pentafluorophenyl ester was added a solution of methylamine in THF (2M, 5 mL). The mixture was shaken at 25° C. overnight, filtered and washed with THF (2×10 mL), affording the resin bound title compound.

Workup

filtrationfiltered
washwashed with THF (2×10 mL)
customaffording the resin

Sources & evidence

ORD record: ord-6ccf41525c624ebeba20dfbadb67cea3
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06503949B1

Reaction notes

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