Trifluoroacetic acid → HCID 70975552, compound

HRID 1190808Notes

Reaction equation

C(OC(=O)[NH:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]3[N:20]([CH3:34])[C:21](=[O:33])[N:22]([CH2:23][C:24]4[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=4[C:31]#[N:32])[C:15]=23)[CH2:9]1)(C)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[NH2:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]3[N:20]([CH3:34])[C:21](=[O:33])[N:22]([CH2:23][C:24]4[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=4[C:31]#[N:32])[C:15]=23)[CH2:9]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68305027HCID 68305027, compound

Product 1

HCID 70975552HCID 70975552, compoundYield 36.2%

Procedure

The operation referred to the step (6) described in Example 1. 300 mg (R)-1-[1-(4-chloro-2-cyano-benzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidin-3-yl carbamic acid tert-butyl ester (0.605 mmol) and 4.15 mL trifluoroacetic acid were charged to afford 112 mg titled product with a yield of 36.2%.

Sources & evidence

ORD record: ord-fc1c05f378624a018499e29ed551044d
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680089B2

Reaction notes

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