Hydrochloric Acid → HCID 70177927, compound

HRID 2185466Notes

Reaction equation

HRID 2185466 reaction equation
[ClH:1].C(OC([NH:9][CH2:10][C:11]([NH:13][C@H:14]1[CH2:18][N:17](C(OC(C)(C)C)=O)[C@H:16]([C:26]([N:28]2[CH2:33][CH2:32][N:31]([C:34]3[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=3)[CH2:30][CH2:29]2)=[O:27])[CH2:15]1)=[O:12])=O)(C)(C)C>O1CCOCC1>[ClH:40].[ClH:1].[NH2:9][CH2:10][C:11]([NH:13][C@H:14]1[CH2:18][NH:17][C@H:16]([C:26]([N:28]2[CH2:33][CH2:32][N:31]([C:34]3[CH:35]=[CH:36][C:37]([Cl:40])=[CH:38][CH:39]=3)[CH2:30][CH2:29]2)=[O:27])[CH2:15]1)=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59895214HCID 59895214, compound

Product 1

HCID 70177927HCID 70177927, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 4 N hydrochloric acid in 1,4-dioxane (6 mL) was added to a solution of 1-[trans-4-(N-tert-butoxycarbonylglycylamino)-N-tert-butoxycarbonyl-L-prolyl]-4-(4-chlorophenyl)piperazine (A, 210 mg) in 1,4-dioxane (6 mL) at room temperature. After stirring at room temperature for 50 min, the reaction mixture was evaporated in vacuo. The residue was washed with ether to give the titled compound (106 mg) as a white powder: 1H NMR (400 MHz, D2O) δ 2.48 (quintet, J=7.3 Hz, 1H), 2.64 (m, 1H), 3.48 (m, 5H), 3.81-3.98 (m, 5H), 3.87 (s, 2H), 4.61 (m, 1H), 5.08 (t, J=8.3 Hz, 1H), 7.32 (d, J=9.0 Hz, 2H), and 7.50 (d, J=9.0 Hz, 2H); mass spectrum (El+) m/e 365 (M).

Workup

  1. customthe reaction mixture was evaporated in vacuo
  2. washThe residue was washed with ether

Sources & evidence

ORD record
ord-5d5719fb3ed7499a83fa195986648f9c
Source dataset
uspto-grants-2002_06
Patent number
US06399629B1

Reaction notes

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