Hydrochloric Acid → HCID 86696476, compound

HRID 870766Notes

Reaction equation

HRID 870766 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([C:19]([C:22]4[C:23]([O:28][CH3:29])=[N:24][CH:25]=[CH:26][CH:27]=4)=[CH:20][N:21]=3)[N:18]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[ClH:30]>CO>[ClH:30].[ClH:30].[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([C:19]([C:22]4[C:23]([O:28][CH3:29])=[N:24][CH:25]=[CH:26][CH:27]=4)=[CH:20][N:21]=3)[N:18]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86696477HCID 86696477, compound

Product 1

HCID 86696476HCID 86696476, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared from 4-[3-(2-methoxy-pyridin-3-yl)-imidazo[1,2-b]pyridazin-6-yl]-piperazine-1-carboxylic acid isopropyl ester by hydrochloric acid hydrolysis in methanol to provide 4-[3-(2-methoxy-pyridin-3-yl)-imidazo[1,2-b]pyridazin-6-yl]-piperazine-1-carboxylic acid isopropyl ester di-hydrochloride as a white powder, mp. 275-276° C. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.15 (d, J=6.06 Hz, 5H) 3.51 (br. s., 7H) 4.37 (s, 4H) 4.67-4.79 (m, 1H) 6.51 (t, J=6.82 Hz, 1H) 7.45-7.57 (m, 2H) 7.97 (d, J=10.10 Hz, 1H) 8.41 (s, 1H) 8.65 (dd, J=7.33, 1.77 Hz, 1H). 13C NMR (100 MHz, DMSO-d6) δ ppm 21.58, 42.23, 44.60, 69.30, 106.47, 115.89, 116.31, 121.12, 122.00, 122.89, 131.50, 135.26, 139.85, 155.11, 155.49, 159.85. LRMS (ESI) m/z 383.1 [(M+H)]+, calc'd for C19H22N6O3: 382.43.

Sources & evidence

ORD record
ord-54f1b09e703e48d3ab1a99aa2183f835
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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