Hydrochloric Acid → HCID 136384866, compound

HRID 2224893Notes

Reaction equation

HRID 2224893 reaction equation
[CH:1]1([CH2:7][C:8]2([CH3:40])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([OH:18])=[C:10]([C:19]3[NH:24][C:23]4[CH:25]=[CH:26][C:27]([NH:29]C(=O)OC(C)(C)C)=[CH:28][C:22]=4[S:21](=[O:38])(=[O:37])[N:20]=3)[C:9]2=[O:39])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:41]>O1CCOCC1>[ClH:41].[NH2:29][C:27]1[CH:26]=[CH:25][C:23]2[NH:24][C:19]([C:10]3[C:9](=[O:39])[C:8]([CH2:7][CH:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)([CH3:40])[C:17]4[C:12]([C:11]=3[OH:18])=[CH:13][CH:14]=[CH:15][CH:16]=4)=[N:20][S:21](=[O:38])(=[O:37])[C:22]=2[CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136384565HCID 136384565, compound

Product 1

HCID 136384866HCID 136384866, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 41G (1.44, 2.56 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 (1.17 g, 91%). 1H NMR (300 MHz, DMSO-d6): δ ppm 0.78 m, 7 H) 1.35 m, 7 H) 2.20 m, 2 H) 7.02 (m, 2H) 7.50 m, 2 H) 7.76 m, 2 H) 8.16 m, 1 H) 13.61 m, 1 H).

Workup

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

Sources & evidence

ORD record
ord-124c1306f8314b8cb861e18f4dbd1978
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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