Triethylsilane → N-(3-amino-3-(2-fluorobenzyl)cyclohexyl)-3-(2-methylpyridiN-4-yl)-1H-indazole-5-carboxamide

HRID 530897Notes

Reaction equation

HRID 530897 reaction equation
[NH2:1][C:2]1([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=2[F:53])[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:15]=[C:14]3[C:39]2[CH:44]=[CH:43][N:42]=[C:41]([CH3:45])[CH:40]=2)=[O:10])[CH2:3]1.[SiH](CC)(CC)CC>C(O)(C(F)(F)F)=O>[NH2:1][C:2]1([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=2[F:53])[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][N:15]=[C:14]3[C:39]2[CH:44]=[CH:43][N:42]=[C:41]([CH3:45])[CH:40]=2)=[O:10])[CH2:3]1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 67983880N-(3-amino-3-(2-fluorobenzyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide

Product 1

HCID 57411841N-(3-amino-3-(2-fluorobenzyl)cyclohexyl)-3-(2-methylpyridiN-4-yl)-1H-indazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-(3-amino-3-(2-fluorobenzyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide was stirred in neat TFA at room temperature for 10 minutes, and then Et3SiH (5 equiv.) was added. The reaction mixture was stirred at room temperature for 5 minutes, and then concentrated. The product was obtained and purified by reverse phase HPLC.

Workup

  1. concentrationconcentrated
  2. customThe product was obtained
  3. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-67c1ed3443e24396984a6ec58b42c7ae
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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