Hydrochloric Acid → HCID 68540435, compound

HRID 1441445Notes

Reaction equation

HRID 1441445 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]3[N:18]=[N:19][C:20]([O:23][C@@H:24]4[CH:29]5[CH2:30][CH2:31][N:26]([CH2:27][CH2:28]5)[CH2:25]4)=[CH:21][CH:22]=3)=[CH:14][CH:15]=2)[CH:10]=[C:9]1[Cl:32])=O)(C)(C)C.Cl>CC(O)C>[ClH:32].[Cl:32][C:9]1[NH:8][C:16]2[C:11]([CH:10]=1)=[CH:12][C:13]([C:17]1[N:18]=[N:19][C:20]([O:23][C@@H:24]3[CH:29]4[CH2:30][CH2:31][N:26]([CH2:27][CH2:28]4)[CH2:25]3)=[CH:21][CH:22]=1)=[CH:14][CH:15]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68540739HCID 68540739, compound

Product 1

HCID 68540435HCID 68540435, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The product of Example 47B (110 mg, 0.24 mmol) was treated with HCl (Aldrich, 4 M in dioxane, 0.5 mL) in iPrOH at ambient temperature overnight. The title product was obtained as a yellow solid (50 mg, yield, 53%). 1H NMR (300 MHz, CD3OD) δ ppm 1.93-2.31 (m, 3H), 2.33-2.55 (m, 1H), 2.65-2.81 (m, 1H), 3.33-3.59 (m, 5H), 3.59-3.75 (m, 1H), 5.38-5.77 (m, 1H), 6.68 (d, J=4.07 Hz, 1H), 7.43-7.45 (m, 1H), 7.65 (d, J=8.80 Hz, 1H), 7.71-7.78 (dd, J=8.40, 2.10 Hz, 1H), 8.28 (d, J=1.36 Hz, 1H), 8.86 (s, 1H) ppm; MS (DCI/NH3) m/z 355, 357 (M+H)+.

Sources & evidence

ORD record
ord-3ada42ee3a9d44058c72545b0ea27e92
Source dataset
uspto-grants-2010_02
Patent number
US07655657B2

Reaction notes

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