HCID 86707553, compound → HCID 70984236, compound

HRID 339079Notes

Reaction equation

HRID 339079 reaction equation
[F:1][C:2]([F:41])([F:40])[C@H:3]([N:27]1[CH2:31][CH2:30][C@H:29]([NH:32]C(=O)OC(C)(C)C)[CH2:28]1)[C:4]1[CH:5]=[CH:6][C:7]2[N:8]([C:10]([C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][C:17]([CH:23]5[CH2:26][O:25][CH2:24]5)=[CH:18][CH:19]=4)[N:14]=3)=[N:11][N:12]=2)[CH:9]=1>C(O)=O>[F:41][C:2]([F:1])([F:40])[C@H:3]([N:27]1[CH2:31][CH2:30][C@H:29]([NH2:32])[CH2:28]1)[C:4]1[CH:5]=[CH:6][C:7]2[N:8]([C:10]([C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][C:17]([CH:23]5[CH2:26][O:25][CH2:24]5)=[CH:18][CH:19]=4)[N:14]=3)=[N:11][N:12]=2)[CH:9]=1

Participants

3

Reactant 1

HCID 86707553HCID 86707553, compound

Product 1

HCID 70984236HCID 70984236, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent2×

Procedure

A solution of tert-butyl (S)-1-((R)-2,2,2-trifluoro-1-(3-(7-(oxetan-3-yl)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethyl)pyrrolidin-3-ylcarbamate (0.015 g, 0.026 mmol) in formic acid (0.51 ml, 13.2 mmol) was stirred at ambient temperature for 10 hours. The solvent was removed under reduced pressure to give (S)-1-((R)-2,2,2-trifluoro-1-(3-(7-(oxetan-3-yl)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethyl)pyrrolidin-3-amine (0.012 g, 0.026 mmol, 97% yield) as a formic acid salt. LCMS APCI (+) m/z 469 (M+H).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-7eac8198114c40af89fca1931847f299
Source dataset
uspto-grants-2014_11
Patent number
US08889704B2

Reaction notes

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