Hydrochloric Acid → HCID 68469091, compound

HRID 1514255Notes

Reaction equation

HRID 1514255 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:18]=[CH:19][C:20]4[CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23][CH2:22][C:21]=4[CH:34]=3)[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].Cl.O1CCOCC1>CCOCC>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:18]=[CH:19][C:20]4[CH2:26][NH:25][CH2:24][CH2:23][CH2:22][C:21]=4[CH:34]=3)[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59403509HCID 59403509, compound

Product 1

HCID 68469091HCID 68469091, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1,1-Dimethylethyl 7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate (Preparation 7) (75 mg, 0.155 mmol) was treated with 4N HCl in dioxan (1162 μl, 4.65 mmol) and the clear solution left standing for 1.5 hours. A white precipitate formed. Ether (1 ml) was added and the white solid was filtered off, washing with ether. The title compound was obtained on drying of the solid (45 mg). δH (400 MHz, d6DMSO) 1.36 (6H, d), 1.91-1.98 (2H, m), 3.11-3.14 (2H, m), 3.36-3.39 (2H, m), 4.41 (2H, s), 4.85-4.94 (1H, m), 7.46 (1H, d), 7.64 (1H, d), 7.95-7.80 (2H, m), 8.11 (1H, dd), 8.19 (1H, d), 9.04 (2H, broad s); MS (ES) C21H2235ClN3O2 requires 383; found 384.0 [M+H]+.

Workup

  1. waitthe clear solution left
  2. customA white precipitate formed
  3. filtrationthe white solid was filtered off
  4. washwashing with ether

Sources & evidence

ORD record
ord-28abab1aa4884c279a5542e613310c9a
Source dataset
uspto-grants-2012_07
Patent number
US08222245B2

Reaction notes

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