Trifluoroacetic acid → 3-({[1-(4-Cyano-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-amino)-5-trifluoromethyl-indazole-1-carboxylic acid amide

HRID 2089223Notes

Reaction equation

C([NH:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:14][CH:15]=2)[C:10]([NH:21][CH2:22][C:23](=[O:37])[NH:24][CH:25]2[CH2:28][N:27]([CH:29]3[CH2:34][CH2:33][CH:32]([C:35]#[N:36])[CH2:31][CH2:30]3)[CH2:26]2)=[N:9]1)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>>[C:35]([CH:32]1[CH2:33][CH2:34][CH:29]([N:27]2[CH2:26][CH:25]([NH:24][C:23]([CH2:22][NH:21][C:10]3[C:11]4[C:16](=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=4)[N:8]([C:6]([NH2:5])=[O:7])[N:9]=3)=[O:37])[CH2:28]2)[CH2:30][CH2:31]1)#[N:36]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 54755925HCID 54755925, compound

Product 1

HCID 547560413-({[1-(4-Cyano-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-amino)-5-trifluoromethyl-indazole-1-carboxylic acid amide

Procedure

The title compound was prepared as a white solid from de-protection of 3-({[1-(4-cyano-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-amino)-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide (as prepared in Example 86) with TFA using the procedure described in Example 81.

Sources & evidence

ORD record: ord-47c0942aff274c6786151e17bac596ea
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436023B2

Reaction notes

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