Hydrochloride methanol → 1260081-87-5

HRID 1626329Notes

Reaction equation

HRID 1626329 reaction equation
CO.Cl.[N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[S:14]([NH:17][C:18]2[CH:38]=[CH:37][C:21]([C:22]([N:24]3[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]3)=[O:23])=[CH:20][CH:19]=2)(=[O:16])=[O:15])[CH:7]=[CH:6][CH:5]=1>>[N:24]1([C:22]([C:21]2[CH:20]=[CH:19][C:18]([NH:17][S:14]([C:12]3[CH:11]=[CH:10][CH:9]=[C:8]4[C:13]=3[N:4]=[CH:5][CH:6]=[CH:7]4)(=[O:16])=[O:15])=[CH:38][CH:37]=2)=[O:23])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 59634969HCID 59634969, compound

Product 1

HCID 596349121260081-87-5Yield 94.3%

Procedure

To a solution of MeOH.HCl, Boc protected amine 138 (2 gm, 4.03 mmol) was added and the resulting mixture was stirred for 1 hr. After completion of reaction, solvent was removed under reduced pressure, washed with water followed by addition of NaHCO3 and extracted with DCM. The organic layer was dried over Na2SO4 and evaporated under reduced pressure to afford product 139 (1.5 gm, 94.30% yield).

Workup

  1. additionwas added
  2. customAfter completion of reaction, solvent
  3. customwas removed under reduced pressure
  4. washwashed with water
  5. additionfollowed by addition of NaHCO3
  6. extractionextracted with DCM
  7. dry with materialThe organic layer was dried over Na2SO4
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-0363432c785a43418848cd69490da63a
Source dataset
uspto-grants-2014_07
Patent number
US08785450B2

Reaction notes

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