Hydrochloric Acid → HCID 59557972, compound

HRID 1174768Notes

Reaction equation

HRID 1174768 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[C:20]([N+:21]([O-:23])=[O:22])=[C:19]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][CH:26]=3)[N:18]=[CH:17][N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[CH3:34][S:31]([C:28]1[CH:29]=[CH:30][C:25]([NH:24][C:19]2[C:20]([N+:21]([O-:23])=[O:22])=[C:15]([NH:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[N:16]=[CH:17][N:18]=2)=[CH:26][CH:27]=1)(=[O:33])=[O:32]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59856809HCID 59856809, compound

Product 1

HCID 59557972HCID 59557972, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

General Deprotection Procedure: A mixture of Compound B1 and 4 M HCl in dioxane was stirred at 40° C. overnight and concentrated. Excess HCl was evaporated with isopropyl alcohol provided Compound B2 as yellow solid (261 mg, 97%). 1H NMR (400 MHz CDCl3) δ (ppm): 10.9 (s, 1H), 8.96 (d, 2H), 8.17 (s, 1H), 7.84 (d, 4H), 4.40-4.37 (m, 1H), 3.25-3.22 (m, 2H), 3.16 (s, 3H), 3.01-2.93 (m, 2H), 2.04-2.01 (m, 2H), 1.88-1.78 (m, 2H). Exact mass calculated for C16H20N6O4S 392.13, LCMS (ESI) m/z 393.1 (M+H+, 100%).

Workup

  1. concentrationconcentrated
  2. customExcess HCl was evaporated with isopropyl alcohol provided Compound B2 as yellow solid (261 mg, 97%)

Sources & evidence

ORD record
ord-b67f5c1a762e49258d4f9e1bf30989a3
Source dataset
uspto-grants-2010_11
Patent number
US07838525B2

Reaction notes

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