Trifluoroacetic acid → HCID 66744547, compound

HRID 1959351Notes

Reaction equation

HRID 1959351 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:18]2[CH2:19][CH2:20][N:21](C(OC(C)(C)C)=O)[CH2:22][CH:23]=2)=[N:6][C:7]=1[C:8]1[NH:12][C:11]2[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:10]=2[N:9]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:17][C:14]1[CH:15]=[CH:16][C:10]2[N:9]=[C:8]([C:7]3[C:2]([NH2:1])=[N:3][CH:4]=[C:5]([C:18]4[CH2:19][CH2:20][NH:21][CH2:22][CH:23]=4)[N:6]=3)[NH:12][C:11]=2[CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66744145HCID 66744145, compound

Product 1

HCID 66744547HCID 66744547, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 4-[5-amino-6-(6-methyl-1H-benzimidazol-2-yl)pyrazin-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylate (620 mg, 1.525 mmol) was stirred in DCM (20 mL) with TFA (4 mL) for 2 hours. The solvent was removed in vacuo and the residue taken up in EtOAc and washed with saturated aqueous Na2CO3. DCM was added and the resultant solid was collected by filtration and taken through to the next stage. MS (ES+) 307

Workup

  1. customThe solvent was removed in vacuo
  2. washwashed with saturated aqueous Na2CO3
  3. additionDCM was added
  4. filtrationthe resultant solid was collected by filtration

Sources & evidence

ORD record
ord-c308a39db55b4ca9ac1a3a34309f45a5
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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