Pyridine → HCID 135820113, compound

HRID 1830014Notes

Reaction equation

HRID 1830014 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([NH2:19])[CH:17]=2)[NH:12][N:11]=1.[S:20]1[CH:24]=[CH:23][N:22]=[C:21]1[CH:25]=O.N1C=CC=CC=1>CC(O)=O.CO.C(Cl)Cl>[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([NH:19][CH2:25][C:21]3[S:20][CH:24]=[CH:23][N:22]=3)[CH:17]=2)[NH:12][N:11]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 27349031,3-Thiazole-2-carbaldehydeHCID 135819873HCID 135819873, compound

Product 1

HCID 135820113HCID 135820113, compound

Reagents, catalysts & solvents 1

HCID 21877243DCM MeOH AcOHSolvent

Procedure

3-Benzimidazol-2-yl-1H-indazole-5-ylamine (1 equivalent), 2-thiazolecarboxaldehyde(1.1 equivalent), BH3: pyridine (10 equivalents, 8 M in pyridine) in AcOH:MeOH:CH2Cl2 (1:2:2) were stirred for 18 hours at room temperature. The solvent was removed, and the residue was purified by preparatory HPLC. LC/MS (m/z) 347.1 (MH+), Rt 1.93 minutes.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by preparatory HPLC

Sources & evidence

ORD record
ord-755e53049223423a8bd714a4fcfc0dd4
Source dataset
uspto-grants-2006_06
Patent number
US07064215B2

Reaction notes

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