Hydrochloric Acid → HCID 68469090, compound

HRID 1514283Notes

Reaction equation

HRID 1514283 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[CH:20][C:21]4[O:27][CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][C:22]=4[CH:35]=3)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2].[ClH:36]>O1CCOCC1>[ClH:36].[CH3:12][CH:10]([O:9][C:8]1[CH:7]=[CH:6][C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[CH:20][C:21]4[O:27][CH2:26][CH2:25][NH:24][CH2:23][C:22]=4[CH:35]=3)[N:14]=2)=[CH:4][C:3]=1[C:1]#[N:2])[CH3:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68468009HCID 68468009, compound

Product 1

HCID 68469090HCID 68469090, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1,1-Dimethylethyl 7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (Preparation 76) (0.410 g, 0.860 mmol) was dissolved in 1,4-dioxane (1 ml). Added HCl (1 ml, 4.00 mmol) in dioxane (4M) and stirred at R.T. for 2 hours. Added ether, filtered and dried in the oven under vacuum at R.T. to give 0.26 g of white solid. 50 mg was purified by MDAP to give the title compound (13 mg) as a cream solid. δH (MeOD, 400 MHz): 1.44 (6H, d), 3.63 (2H, m), 4.33 (2H, m), 4.52 (2H, s), 4.92 (1H, m), 7.30 (1H, d), 7.43 (1H, d), 8.15 (1H, dd), 8.21 (1H, d), 8.38 (1H, dd), 8.45 (1H, d); MS (ES): C21H20N4O3 requires 376; found 377 [M+H]+.

Workup

  1. filtrationAdded ether, filtered
  2. customdried in the oven under vacuum at R.T.

Sources & evidence

ORD record
ord-aef67a421b354690b9e021431fee2f8c
Source dataset
uspto-grants-2012_07
Patent number
US08222245B2

Reaction notes

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