2-Methylpentane → HCID 178508768, compound

HRID 2170089Notes

Reaction equation

HRID 2170089 reaction equation
C([O:5][C:6](=[O:43])[CH2:7][CH2:8][NH:9][S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([N:21]2[CH2:42][CH2:41][C:24]3([NH:28]/[C:27](=[N:29]/[C:30]([C:32]4[C:37]([NH2:38])=[N:36][C:35]([NH2:39])=[C:34]([Cl:40])[N:33]=4)=[O:31])/[NH:26][CH2:25]3)[CH2:23][CH2:22]2)=[O:20])[CH:14]=1)(=[O:12])=[O:11])(C)(C)C.CCCC(C)C>Cl.O1CCOCC1>[NH2:38][C:37]1[C:32]([C:30](/[N:29]=[C:27]2/[NH:28][C:24]3([CH2:41][CH2:42][N:21]([C:19]([C:15]4[CH:14]=[C:13]([S:10]([NH:9][CH2:8][CH2:7][C:6]([OH:43])=[O:5])(=[O:11])=[O:12])[CH:18]=[CH:17][CH:16]=4)=[O:20])[CH2:22][CH2:23]3)[CH2:25][NH:26]/2)=[O:31])=[N:33][C:34]([Cl:40])=[C:35]([NH2:39])[N:36]=1

Participants

5

Reactant 2

HCID 78922-MethylpentaneHCID 178451121HCID 178451121, compound

Product 1

HCID 178508768HCID 178508768, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(3-{2-[(E)-3,5-diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid tert-butyl ester (step 1) (900 mg, 1.415 mmol) in 4N HCl in dioxane (10 ml) was stirred for 16 h at RT. Iso-hexane (10 ml) was added to the reaction mixture and resulting suspension was sonicated for 1 hour at RT. The solvent was decanted off and the solids washed with iso-hexane (10×25 ml). The resulting pale yellow crystals were dried under vacuum @ 45° C. for 36 h to afford the title compound; LC-MS Rt 0.80 mins; 580.0 [M+H]+, Method 2minLC_v003.

Workup

  1. customresulting suspension
  2. customwas sonicated for 1 hour at RT
  3. customThe solvent was decanted off
  4. washthe solids washed with iso-hexane (10×25 ml)
  5. customThe resulting pale yellow crystals were dried under vacuum @ 45° C. for 36 h

Sources & evidence

ORD record
ord-ad58d0359406466aac6acea15407ada3
Source dataset
uspto-grants-2015_06
Patent number
US09050339B2

Reaction notes

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