HCID 70882505, compound → HCID 68683061, compound

HRID 2234998Notes

Reaction equation

HRID 2234998 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[S:14]([NH:17][C:18]1[N:23]=[C:22]([N:24]2[CH2:29][C@H:28]([CH3:30])[N:27](C(OC(C)(C)C)=O)[C@H:26]([CH3:38])[CH2:25]2)[CH:21]=[CH:20][C:19]=1[O:39][CH3:40])(=[O:16])=[O:15]>Cl.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[S:14]([NH:17][C:18]1[C:19]([O:39][CH3:40])=[CH:20][CH:21]=[C:22]([N:24]2[CH2:29][C@H:28]([CH3:30])[NH:27][C@H:26]([CH3:38])[CH2:25]2)[N:23]=1)(=[O:16])=[O:15]

Participants

3

Reactant 1

HCID 70882505HCID 70882505, compound

Product 1

HCID 68683061HCID 68683061, compoundYield 86.7%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

1,1-Dimethylethyl (2R,6S)-4-[6-({[2-chloro-4-(5-methyl-2-thienyl)phenyl]sulfonyl}amino)-5-(methyloxy)-2-pyridinyl]-2,6-dimethyl-1-piperazinecarboxylate (D16) (0.170 g) was dissolved in 4N HCl/dioxane (5 mL) added and the reaction stirred at rt for 24 hours. The reaction mixture was evaporated and triturated with ethyl acetate/ether ×3 to give a white solid which was dried at 50° C. under high vac to give the compound as a white solid (E8)(0.066 g). MS (ES+) m/e 507/509 [M+H]+.

Workup

  1. additionadded
  2. customThe reaction mixture was evaporated
  3. customtriturated with ethyl acetate/ether ×3
  4. customto give a white solid which
  5. customwas dried at 50° C. under high vac

Sources & evidence

ORD record
ord-d455181f4d6f4a4a8500c33cde7d2029
Source dataset
uspto-grants-2010_05
Patent number
US07713978B2

Reaction notes

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