Trifluoroacetic acid → HCID 23121936, compound

HRID 1713534Notes

Reaction equation

[O:1]=[C:2]1[N:6]2[CH2:7][CH2:8][N:9]([C:11]([NH:13][CH2:14][C:15]3[CH:16]=[C:17]([CH2:21][NH:22]C(=O)OC(C)(C)C)[CH:18]=[CH:19][CH:20]=3)=[O:12])[CH2:10][CH:5]2[C:4]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:3]1.[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].C(OC(C)C)(C)C>>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[NH2:22][CH2:21][C:17]1[CH:16]=[C:15]([CH2:14][NH:13][C:11]([N:9]2[CH2:8][CH2:7][N:6]3[C:2](=[O:1])[O:3][C:4]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH:5]3[CH2:10]2)=[O:12])[CH:20]=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 7914Diisopropyl Ether

HCID 86761172HCID 86761172, compound

Product 1

HCID 23121936HCID 23121936, compoundYield 84%

Procedure

To 1,1-dimethylethyl [[3-[[[(tetrahydro-3-oxo-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-7(1H)-yl)carbonyl]amino]methyl]phenyl]methyl]carbamate (0.12 g, 0.22 mmol) was added trifluoroacetic acid (1.5 mL), and the mixture was stirred at room temperature for 2 hours. To the reaction solution was added diisopropyl ether, the precipitated powder was collected by filtration and dried to obtain the title compound (0.11 g, yield 84%).

Workup

filtrationthe precipitated powder was collected by filtration
customdried

Sources & evidence

ORD record: ord-a9d6ec3eb4b3416db99daf343fbfb8f6
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07795267B2

Reaction notes

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