Trifluoroacetic acid → HCID 67258448, compound

HRID 1476613Notes

Reaction equation

[CH3:1][O:2][CH2:3][N:4]1[N:8]=[N:7][C:6]([CH2:9][N:10]2[C:15]3[CH:16]=[C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[S:18][C:14]=3[C:13](=[O:25])[N:12]([CH:26]3[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]3)[C:11]2=[O:39])=[N:5]1.[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43]>C(Cl)Cl>[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[CH3:1][O:2][CH2:3][N:4]1[N:8]=[N:7][C:6]([CH2:9][N:10]2[C:15]3[CH:16]=[C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[S:18][C:14]=3[C:13](=[O:25])[N:12]([CH:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[C:11]2=[O:39])=[N:5]1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of tert-butyl 4-[1-{[2-(methoxymethyl)-2H-tetrazol-5-yl]methyl}-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate (270 mg; compound B24) in DCM (1.69 ml) is slowly added trifluoroacetic acid (0.56 ml) at 0° C. The reaction mixture is stirred for 10 min at 0° C. and for 50 min at RT. All volatiles are removed in vacuo to give the title compound as a solid, which is used for the next step without further purification.

Workup

customat 0° C
customAll volatiles are removed in vacuo

Sources & evidence

ORD record: ord-08497f76cf134919a2e2bffd1499f158
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018175B2

Reaction notes

Loading…