Trifluoroacetic acid → HCID 18375538, compound

HRID 2300853Notes

Reaction equation

C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]([NH:19][C:20]2[N:25]=[C:24]([N:26]3[C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=4[N:28]=[CH:27]3)[CH:23]=[CH:22][N:21]=2)[CH3:18])=[CH:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]([NH:19][C:20]2[N:25]=[C:24]([N:26]3[C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=4[N:28]=[CH:27]3)[CH:23]=[CH:22][N:21]=2)[CH3:18])=[CH:9]1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 2-[1-(1-N-tert-butoxycarbonyl-indol-3-yl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine (25 mg, 0.055 mmol) in methylene chloride (0.25 ml) was added TFA (0.25 ml). The reaction mixture was stirred at 0° C. for an hour and room temperature for 30 min. The solvents were concentrated in vacuo. The crude product was purified by preparative thin layer chromatography eluting with 5% 2M NH3 in MeOH/CH2Cl2 to give 6 mg of the title compound. Mass spectrum (ESI) 355.3 (M+1).

Workup

concentrationThe solvents were concentrated in vacuo
customThe crude product was purified by preparative thin layer chromatography
washeluting with 5% 2M NH3 in MeOH/CH2Cl2

Sources & evidence

ORD record: ord-79753599041546a5bf19e1eb574c4374
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06498165B1

Reaction notes

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