Hydrochloric Acid → HCID 57642205, compound

HRID 2113313Notes

Reaction equation

HRID 2113313 reaction equation
Cl.C(OC(=O)[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([NH:18][C:19](=[O:46])[CH2:20][N:21]2[N:27]=[C:26]([CH:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[C:25]3[CH:34]=[CH:35][CH:36]=[CH:37][C:24]=3[N:23]([CH2:38][C:39](=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41])[C:22]2=[O:45])[CH:13]=1)[CH2:9][CH2:10][CH3:11])(C)(C)C>O1CCOCC1>[CH:28]1([C:26]2[C:25]3[CH:34]=[CH:35][CH:36]=[CH:37][C:24]=3[N:23]([CH2:38][C:39](=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41])[C:22](=[O:45])[N:21]([CH2:20][C:19]([NH:18][C:14]3[CH:15]=[CH:16][CH:17]=[C:12]([NH:8][CH2:9][CH2:10][CH3:11])[CH:13]=3)=[O:46])[N:27]=2)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68834385HCID 68834385, compound

Product 1

HCID 57642205HCID 57642205, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4.0M HCl in dioxan (5 ml, 20.0 mmol) was added to a solution of (3-{2-[5-cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl]-acetylamino}-phenyl)-propyl-carbamic acid tert-butyl ester (Example 41, step a) (524 mg, 0.83 mmol) in dioxan (15 ml) at room temperature. The mixture was stirred for 2 h during which time a white precipitate formed. The solvent was evaporated, and the solid obtained was washed with Et2O, isolated by filtration and dried, to afford the hydrochloride salt of the title compound (430 mg, 91%). 1H NMR (CDCl3) 8.39 (1H, s), 7.61-7.27 (7H, m), 7.01 (1H, d), 4.69 (2H, br s), 4.60 (1H, d), 4.29 (2H, dd), 3.21 (2H, br s), 2.80 (1H, br s), 2.01-1.45 (6H, m), 1.43-1.19 (15H, m), 0.95 (3H, t). Found: C, 63.68; H, 7.65; N, 11.98%; C31H41N5O3.HCl.H2O requires: C, 63.52; H, 7.57; N, 11.95%.

Workup

  1. customformed
  2. customThe solvent was evaporated
  3. customthe solid obtained
  4. washwas washed with Et2O
  5. customisolated by filtration
  6. customdried

Sources & evidence

ORD record
ord-ce4c1d1db690405daec9b9c9c5143c78
Source dataset
uspto-grants-2009_04
Patent number
US07524837B2

Reaction notes

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