Hydrochloric Acid → HCID 69519236, compound

HRID 1294690Notes

Reaction equation

HRID 1294690 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[CH:4][CH:3]=1.[ClH:17]>C(OCC)(=O)C.O1CCOCC1>[ClH:17].[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21072621HCID 21072621, compound

Product 1

HCID 69519236HCID 69519236, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

The product of Example 35A (100 mg, 0.30 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL). The title compound was obtained as solid (90 mg, yield, 75%). 1H NMR (MeOH-d4, 300 MHz) δ 1.80–1.92 (m, 1H), 2.00–2.10 (m, 2H), 2.18–2.32 (m, 2H), 3.03 (ddd, J=12.9, 5.1, 2.7 Hz, 1H), 3.28–3.41 (m, 4H), 3.78 (ddd, J=12.9, 9.5, 2.4 Hz, 1H), 3.90–3.96 (m, 1H), 6.49 (dt, J=9.0, 2.7 Hz, 2H), 7.42 (dt, J=9.1, 2.7 Hz, 2H) ppm. MS (DCl/NH3) m/z 329 (M+H)+. Anal. calculated for C13H17IN2.2.0HCl: C, 38.93; H, 4.77; N, 6.98. Found: C, 39.07; H, 4.53; N, 6.80.

Sources & evidence

ORD record
ord-5479a8681033450ab4c83236ef3c28e2
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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