tert-Butyl piperazine-1-carboxylate → HCID 58614745, compound

HRID 922935Notes

Reaction equation

HRID 922935 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11](=[O:26])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH:14]=1)[C:5](O)=[O:6].C([N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1)(OC(C)(C)C)=O>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]([N:34]2[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]2)=[O:6])[CH:8]=[CH:9][C:10]=1[C:11]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH:14]=1)=[O:26]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 668786053-Chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid

Product 1

HCID 58614745HCID 58614745, compound

Procedure

50 mg 3-chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid was coupled to Boc-piperazine via Procedure G. The organic layer was evaporated to dryness and treated with TFA. After 1 h the TFA was removed and the crude was purified on reverse phase HPLC to yield 2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(piperazine-1-carbonyl)benzamide. MS (Q1) 455 (M)+.

Workup

  1. customThe organic layer was evaporated to dryness
  2. additiontreated with TFA
  3. customAfter 1 h the TFA was removed
  4. customthe crude was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-be2af4f7cbde4c64b36db6f52a6a061f
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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