1,3-Cyclohexanediamine → HCID 25214466, compound

HRID 2382852Notes

Reaction equation

HRID 2382852 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.[CH:20]1([NH2:27])[CH2:25][CH2:24][CH2:23][CH:22]([NH2:26])[CH2:21]1>>[NH2:26][CH:22]1[CH2:23][CH2:24][CH2:25][CH:20]([NH:27][C:2]2[N:7]3[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[CH2:21]1

Participants

3

Reactant 2

HCID 188141,3-CyclohexanediamineHCID 25212515HCID 25212515, compound

Product 1

HCID 25214466HCID 25214466, compound

Procedure

The title compound was prepared following procedure described for example 30 but starting from N-(5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide ((B3), 52 mg; 0.19 mmol; 1.0 eq) and 1,3-cyclohexanediamine (1.0 mL). The crude was directly purified by preparative HPLC (Starting with 45% ACN in water for 5 min, then up to 60% in 10 min.). The title compound was isolated after lyophilisation as a white powder (63 mg, 94%). HPLC, Rt: 1.84 min. (purity 98.2%). LC/MS, M+(ESI): 351.4, M−(ESI): 349.4.

Workup

  1. customThe title compound was prepared following procedure
  2. customThe crude was directly purified by preparative HPLC (
  3. waitup to 60% in 10 min.)

Sources & evidence

ORD record
ord-76f23c45364e4f088526b50a113a0577
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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