Hydrochloric Acid → HCID 70177874, compound

HRID 2185467Notes

Reaction equation

HRID 2185467 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]([F:40])=[CH:36][CH:35]=3)[CH2:30][CH2:29]2)=[O:27])[CH2:15]1)=[O:12])=O)(C)(C)C>O1CCOCC1>[ClH:1].[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]([F: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 59895216HCID 59895216, compound

Product 1

HCID 70177874HCID 70177874, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 4 N hydrochloric acid in 1,4-dioxane (2.5 mL) was added to a solution of 1-[trans-4-(N-tert-butoxycarbonylglycylamino)-N-tert-butoxycarbonyl-L-prolyl]-4-(4-fluorophenyl)piperazine (A, 83 mg) in 1,4-dioxane (2.5 mL) at room temperature. After stirring at room temperature for 30 min, the reaction mixture was evaporated in vacuo. The residue was washed with ether to give the titled compound (43 mg) as a white powder: 1H NMR (400 MHz, D2O) δ 2.51 (m, 1H), 2.63 (m, 1H), 3.48 (dd, J=4.4, 12 Hz, 1H), 3.57 (m, 4H), 3.82 (m, 1H), 3.85 (s, 2H), 3.93 (br s, 3H), 4.02 (m, 1H), 4.60 (br t, 1H), 5.08 (t, J=8.30 Hz, 1H), 7.28 (t, J=8.5 Hz, 2H), and 7.46 (m, 2H); mass spectrum (EI+) ine 349 (M).

Workup

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

Sources & evidence

ORD record
ord-649962a5d90449d1a9bd3c6eccac7003
Source dataset
uspto-grants-2002_06
Patent number
US06399629B1

Reaction notes

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