Hydrochloric Acid → HCID 44440283, compound

HRID 2242662Notes

Reaction equation

HRID 2242662 reaction equation
[F:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]([C@@H:9]([NH:33]C(=O)OC(C)(C)C)[C@H:10]([CH:12]2[CH2:17][CH2:16][CH:15]([NH:18][S:19]([C:22]3[CH:27]=[CH:26][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH2:14][CH2:13]2)[CH3:11])=[O:8])[CH2:3]1.[ClH:41]>O1CCOCC1>[Cl-:41].[F:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7](=[O:8])[C@@H:9]([NH3+:33])[C@H:10]([CH:12]2[CH2:13][CH2:14][CH:15]([NH:18][S:19]([C:22]3[CH:23]=[CH:24][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:26][CH:27]=3)(=[O:21])=[O:20])[CH2:16][CH2:17]2)[CH3:11])[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86761059HCID 86761059, compound

Product 1

HCID 44440283HCID 44440283, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the solid material prepared in Step A (0.028 g, 0.047 mmol) was added a 4 M solution of hydrogen chloride in dioxane (2 mL). After 2 h at ambient temperature the reaction was concentrated in vacuo, affording the title compound as a white solid. 1H NMR (CD3OD): δ 7.99 (d, J=5.5 Hz, 2H), 7.47 (d, J=8.0 Hz, 2H), 5.42 (s, 0.5H as a single rotamer), 5.36 (t, J=3.0 Hz, 0.5H as a single rotamer), 5.31 (s, 0.5H as a single rotamer), 5.26 (t, J=3.0 Hz, 0.5H as a single rotamer), 4.01 (d, J=9.0 Hz, 1H), 3.96 (d, J=9.0 Hz, 1H), 3.76 (m, 6H), 3.68 (s, 3H), 3.49 (m, 2H), 3.03 (m, 2H), 2.20 (m, 3H), 1.94 (m, 1H), 1.83 (m, 2H), 1.55 (m, 2H), 1.32 (m, 2H), 1.15 (m, 2H), 0.89 (dd, J=2.0 Hz, J=7.0 Hz, 3H); LC/MS 496.1 (M+1).

Workup

  1. concentrationAfter 2 h at ambient temperature the reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-67f2c0175ca74985815e52508357f542
Source dataset
uspto-grants-2010_03
Patent number
US07671073B2

Reaction notes

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