Hydrochloric Acid → HCID 135869475, compound

HRID 494565Notes

Reaction equation

HRID 494565 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C@:5]([CH3:17])([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:18])[C:3]=1[C:19]1[NH:24][C:23]2[CH:25]=[CH:26][C:27]([NH:29]C(=O)OC(C)(C)C)=[CH:28][C:22]=2[S:21](=[O:38])(=[O:37])[N:20]=1.[ClH:39]>O1CCOCC1>[ClH:39].[NH2:29][C:27]1[CH:26]=[CH:25][C:23]2[NH:24][C:19]([C:3]3[C:4](=[O:18])[C@@:5]([CH3:17])([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]4[C:11]([C:2]=3[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=4)=[N:20][S:21](=[O:38])(=[O:37])[C:22]=2[CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 135869473HCID 135869473, compound

Product 1

HCID 135869475HCID 135869475, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 40G (3.24, 6.00 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 (2.86 g, 99%). 1H NMR (300 MHz, DMSO-d6): δ ppm 0.42 (m, 1H) 0.74 (m, 7H) 1.32 (m, 1H) 1.58 (m, 3H) 2.15 (m, 2H) 7.07 (m, 2H) 7.51 (m, 2H) 7.77 (m, 2H) 8.16 (m, 1H) 13.57 (m, 1H). MS (ESI−) m/z 438 (M−H)−.

Workup

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

Sources & evidence

ORD record
ord-6f01b700431b4579b254d560096a2aaf
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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