Water → HCID 86612170, compound

HRID 641073Notes

Reaction equation

HRID 641073 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]([OH:12])=O.CN(C(ON1N=[N:28][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH:35]1[CH:36]=[CH:37]C2N(O)N=[N:41][C:39]=2[CH:40]=1.[CH3:45]CN(C(C)C)C(C)C.[OH2:54]>CN(C=O)C>[N:41]1[CH:37]=[CH:36][CH:35]=[C:40]([O:54][C:25]2[CH:24]=[C:23]([NH:28][C:10]([C:2]3[NH:1][C:5]4[CH:6]=[CH:7][CH:8]=[C:9]([CH3:45])[C:4]=4[N:3]=3)=[O:12])[CH:22]=[CH:27][CH:26]=2)[CH:39]=1

Participants

7

Reactant 5

HCID 962WaterHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2332402-Benzimidazolecarboxylic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 86612170HCID 86612170, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

0.064 mmol of benzimidazolecarboxylic acid 4f was dissolved in DMF together with 0.064 mmol of the amine 5d, a solution of TBTU (0.096 mmol) in DMF, HOBT (0.026 mmol) in DMF and 0.32 mmol of DIPEA were added successively, and the mixture was stirred at room temperature. After 3 hours, a further 0.3 eq. of acid was added, and the mixture was stirred for 2 hours. The reaction mixture was diluted with water, and the resulting precipitate was filtered off with suction and washed with water.

Workup

  1. stirringthe mixture was stirred for 2 hours
  2. filtrationthe resulting precipitate was filtered off with suction
  3. washwashed with water

Sources & evidence

ORD record
ord-877e3261cca549c5912b08146c9009c7
Source dataset
uspto-grants-2010_04
Patent number
US07691870B2

Reaction notes

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