Hydrochloric Acid → HCID 136375607, compound

HRID 2224855Notes

Reaction equation

HRID 2224855 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 136384673HCID 136384673, compound

Product 1

HCID 136375607HCID 136375607, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 34A (0.615 g, 1.14 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 (0.456 g, 84%). 1H NMR (300 MHz, DMSO-d6): δ ppm 0.42 (m, 1 H) 0.74 (m, 7 H) 1.32 (m, 1 H) 1.58 (m, 3 H) 2.15 (m, 2 H) 7.07 (m, 2 H) 7.51 (m, 2 H) 7.77 (m, 2 H) 8.16 (m, 1 H) 13.57 (m, 1 H). 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-7675e2984b4041fa96428b69a82b3598
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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