Trifluoroacetic acid → HCID 178513747, compound

HRID 40672Notes

Reaction equation

HRID 40672 reaction equation
COC1C=CC(C[N:8]2[C:16]3[CH:15]=[C:14]([NH:17][C:18]4[N:19]=[CH:20][C:21]([C:24]#[N:25])=[N:22][CH:23]=4)[N:13]=[CH:12][C:11]=3[N:10]=[CH:9]2)=CC=1.FC(F)(F)C(O)=[O:31]>>[NH:8]1[C:16]2[CH:15]=[C:14]([NH:17][C:18]3[N:19]=[CH:20][C:21]([C:24]([NH2:25])=[O:31])=[N:22][CH:23]=3)[N:13]=[CH:12][C:11]=2[N:10]=[CH:9]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 442043575-(1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-6-ylamino)pyrazine-2-carbonitrile

Product 1

HCID 178513747HCID 178513747, compoundYield 8%

Procedure

5-(1-(4-Methoxybenzyl)-1H-imidazo[4,5-c]pyridin-6-ylamino)pyrazine-2-carbo-nitrile (0.16 mmol) was treated overnight with trifluoroacetic acid at 80° C. The solution was evaporated to dryness and the residue was purified using preparative HPLC to give the title compound (3.23 mg, 8%). 1H NMR (d6-DMSO, 400 MHz) δ 12.68 (br s, 1H), 10.46 (br s, 1H), 8.76 (d, 1H, J=1.2 Hz), 8.72 (d, 2H, =1.2 Hz), 8.28 (br s, 2H), 7.90 (s, 1H), 7.51 (s, 1H). LCMS (2) Rt=1.02 min; m/z (ESI+) 256 (MH+), (ESI−) 254 (M−H).

Workup

  1. customThe solution was evaporated to dryness
  2. customthe residue was purified

Sources & evidence

ORD record
ord-bc6155d1bbe54b02baba662607c97adb
Source dataset
uspto-grants-2013_09
Patent number
US08530468B2

Reaction notes

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