Trifluoroacetic acid → HCID 70975466, compound

HRID 1190802Notes

Reaction equation

[C:1]([C:3]1[CH:31]=[CH:30][CH:29]=[CH:28][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[N:10][CH:11]=[CH:12][C:13]=2[N:15]2[CH2:20][CH2:19][CH2:18][C@@H:17]([N:21](C)[C:22](=O)O)[CH2:16]2)[N:8]([CH3:26])[C:7]1=[O:27])#[N:2].[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[CH3:26][N:8]1[C:9]2=[N:10][CH:11]=[CH:12][C:13]([N:15]3[CH2:20][CH2:19][CH2:18][C@@H:17]([NH:21][CH3:22])[CH2:16]3)=[C:14]2[N:6]([CH2:5][C:4]2[CH:28]=[CH:29][CH:30]=[CH:31][C:3]=2[C:1]#[N:2])[C:7]1=[O:27]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 86673548HCID 86673548, compound

Product 1

HCID 70975466HCID 70975466, compoundYield 31.3%

Procedure

The specific operation referred to the step (6) described in Example 1 for details. 247.5 mg (R)-1-[1-(2-cyano-benzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidin-3-yl(methyl)carbamic acid ter.-butyl ester (0.52 mmol) and 2 mL trifluoroacetic acid were charged to afford 80 mg titled product with a yield of 31.3%.

Sources & evidence

ORD record: ord-8b7cd98149784a7fb0bdd2880692faee
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680089B2

Reaction notes

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