Hydrochloric Acid → HCID 68467318, compound

HRID 1514265Notes

Reaction equation

HRID 1514265 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:34]=[CH:33][C:20]4[CH2:21][N:22](C(OC(C)(C)C)=O)[CH2:23][CH2:24][O:25][C:19]=4[CH:18]=3)[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:34]=[CH:33][C:20]4[CH2:21][NH:22][CH2:23][CH2:24][O:25][C:19]=4[CH:18]=3)[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59403528HCID 59403528, compound

Product 1

HCID 68467318HCID 68467318, compoundYield 156.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1,1-Dimethylethyl 8-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (Preparation 34) (0.171 g, 0.352 mmol) was dissolved in 1,4-dioxane (1 ml) and 4M HCl (4 ml, 16.00 mmol) in dioxane was added. The reaction mixture was left at room temperature for 3 hours. The resulting precipitated solid was filtered off and washed with dioxane and ether to give the title compound (116 mgs) as a white solid hydrochloride salt. δH (400 MHz, MeOD) 1.42 (6H, d), 3.64 (2H, m), 4.34 (2H, m), 4.48 (2H, s), 4.86 (1H, m), 7.31 (1H, d), 7.59 (1H, d), 7.87 (1H, d), 7.94 (1H, dd), 8.11 (1H, dd), 8.21 (1H, dd); MS (ES) C20H2035ClN3O3 requires 385; found 486 [M+H]+.

Workup

  1. customThe resulting precipitated solid
  2. filtrationwas filtered off
  3. washwashed with dioxane and ether

Sources & evidence

ORD record
ord-1486d4fa33ea4cfebafa3c23a14b2c6a
Source dataset
uspto-grants-2012_07
Patent number
US08222245B2

Reaction notes

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