(S)-4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide → HCID 76901982, compound

HRID 62471Notes

Reaction equation

HRID 62471 reaction equation
[CH:1]1([C:4]2[N:8]3[CH2:9][CH2:10][CH2:11][C@@H:12]([C:13]4[N:17]5[CH:18]=[CH:19][N:20]=[C:21]([NH:22]CC6C=CC(OC)=CC=6OC)[C:16]5=[C:15]([C:34]5[CH:52]=[CH:51][C:37]([C:38]([NH:40][C:41]6[CH:46]=[C:45]([C:47]([F:50])([F:49])[F:48])[CH:44]=[CH:43][N:42]=6)=[O:39])=[CH:36][CH:35]=5)[N:14]=4)[C:7]3=[N:6][N:5]=2)[CH2:3][CH2:2]1>C(O)(C(F)(F)F)=O>[NH2:22][C:21]1[C:16]2[N:17]([C:13]([C@@H:12]3[CH2:11][CH2:10][CH2:9][N:8]4[C:4]([CH:1]5[CH2:3][CH2:2]5)=[N:5][N:6]=[C:7]34)=[N:14][C:15]=2[C:34]2[CH:35]=[CH:36][C:37]([C:38]([NH:40][C:41]3[CH:46]=[C:45]([C:47]([F:50])([F:49])[F:48])[CH:44]=[CH:43][N:42]=3)=[O:39])=[CH:51][CH:52]=2)[CH:18]=[CH:19][N:20]=1

Participants

3

Reactant 1

HCID 90303966(S)-4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide

Product 1

HCID 76901982HCID 76901982, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (S)-4-(3-(3-cyclopropyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-8-yl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide (30 mg, 0.04 mmol) in TFA (1.5 mL) was stirred at 110° C. for 2 hrs. The reaction mixture was purified by Pre-HPLC to give the title product.

Workup

  1. customThe reaction mixture was purified by Pre-HPLC

Sources & evidence

ORD record
ord-8d589528971648698881d3f65c026d3b
Source dataset
uspto-grants-2016_09
Patent number
US09446130B2

Reaction notes

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