Hydrochloric Acid → HCID 69699298, 화합물
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Cl.[NH:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH2:7][CH:8]1[CH2:12][S:11][C:10]([NH:13]C(=O)OC(C)(C)C)=[N:9]1.CO>O1CCOCC1>[NH:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH2:7][CH:8]1[CH2:12][S:11][C:10]([NH2:13])=[N:9]1Cl.[NH:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH2:7][CH:8]1[CH2:12][S:11][C:10]([NH:13]C(=O)OC(C)(C)C)=[N:9]1.CO>O1CCOCC1>[NH:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH2:7][CH:8]1[CH2:12][S:11][C:10]([NH2:13])=[N:9]15 cm3 of 4N hydrochloric acid in dioxane are added to a solution of 1.39 g of tert-butyl N-[(4RS)-4-(1-imidazolylmethyl)-4,5-dihydro-2-thiazolyl]carbamate in 5 cm3 of dioxane, followed by addition of methanol to dissolve the reaction medium. After stirring at a temperature in the region of 20° C. for 48 hours, the reaction medium is concentrated under reduced pressure (1 kPa) at a temperature in the region of 40° C. and washed with isopropyl ether, with ethyl acetate and then with methanol. The suspension obtained is filtered and the filtrate is evaporated as above and then chromatographed on a column of silica gel, eluting with a mixture of dichloromethane/methanol/28% aqueous ammonia (50/5/1 by volume). The fractions containing the expected product are combined and then concentrated under the above conditions to give 0.33 g of (4RS)-4-(1-imidazolylmethyl)-4,5-dihydro-2-thiazolylamine in the form of a viscous yellow oil [1H NMR spectrum (300 MHz, CD3)2SO-d6, δ in ppm): 2.93 (mt: 1H) 3.26 (mt: 1H); 4.03 (d, J=6 Hz: 2H); 4.39 (mt: 1H); 6.49 (unresolved complex: 2H); 6.87 (mt: 1H); 7.20 (mt: 1H); 7.63 (broad s: 1H)].
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