Hydrochloric Acid → HCID 136403579, compound

HRID 494524Notes

Reaction equation

HRID 494524 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH3:15])([CH2:12][CH2:13][CH3:14])[C:4](=[O:16])[C:3]=1[C:17]1[NH:22][C:21]2[CH:23]=[CH:24][C:25]([NH:27]C(=O)OC(C)(C)C)=[CH:26][C:20]=2[S:19](=[O:36])(=[O:35])[N:18]=1.[ClH:37]>O1CCOCC1>[ClH:37].[NH2:27][C:25]1[CH:24]=[CH:23][C:21]2[NH:22][C:17]([C:3]3[C:4](=[O:16])[C:5]([CH3:15])([CH2:12][CH2:13][CH3:14])[C:6]4[C:11]([C:2]=3[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=4)=[N:18][S:19](=[O:36])(=[O:35])[C:20]=2[CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136384914HCID 136384914, compound

Product 1

HCID 136403579HCID 136403579, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 32A (0.488 g, 0.954 mmol) in 4M hydrochloric acid in 1,4-dioxane (10 mL) was stirred at 25° C. for 1 hour. The solution was concentrated in vacuo and the residue was triturated in diethyl ether to give the title compound (0.363 g, 85%). 1H NMR (300 MHz, DMSO-d6): δ ppm 0.63 (m, 4 H) 0.88 (m, 1 H) 1.57 (m, 3 H) 2.10 (m, 2 H) 7.02 (m, 2 H) 7.45 (m, 1 H) 7.55 (m, 1 H) 7.76 (m, 2 H) 8.16 (m, 1 H) 13.56 (m, 1 H). MS (ESI−) m/z 410 (M−H)−.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customthe residue was triturated in diethyl ether

Sources & evidence

ORD record
ord-69a6f45f013849758bdec8810ab9834b
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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