Hydrochloric Acid → HCID 68451762, compound

HRID 2356029Notes

Reaction equation

HRID 2356029 reaction equation
[CH2:1]1[C:5]2([CH2:9][CH2:8][CH2:7][CH2:6]2)[CH2:4][CH2:3][N:2]1[C:10]1[CH:52]=[CH:51][C:13]([C:14]([NH:16][S:17]([C:20]2[CH:25]=[CH:24][C:23]([NH:26][C@@H:27]([CH2:40][S:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH2:28][CH2:29][CH2:30][CH2:31][NH:32]C(=O)OC(C)(C)C)=[C:22]([N+:48]([O-:50])=[O:49])[CH:21]=2)(=[O:19])=[O:18])=[O:15])=[CH:12][CH:11]=1.Cl>O1CCOCC1>[NH2:32][CH2:31][CH2:30][CH2:29][CH2:28][C@@H:27]([NH:26][C:23]1[CH:24]=[CH:25][C:20]([S:17]([NH:16][C:14](=[O:15])[C:13]2[CH:12]=[CH:11][C:10]([N:2]3[CH2:3][CH2:4][C:5]4([CH2:9][CH2:8][CH2:7][CH2:6]4)[CH2:1]3)=[CH:52][CH:51]=2)(=[O:19])=[O:18])=[CH:21][C:22]=1[N+:48]([O-:50])=[O:49])[CH2:40][S:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90834922HCID 90834922, compound

Product 1

HCID 68451762HCID 68451762, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 120D (24 mg, 0.03 mmol) and 4N HCl (0.5 mL) in dioxane at room temperature was stirred for 4 hours, partially concentrated, and treated with diethyl ether. The precipitate was filtered, washed with diethyl ether, and was dried under vacuum to provide the desired product. MS (ESI(+)) m/e 652 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 11.89 (s, 1H), 8.52 (d, 1H), 8.31 (d, 1H), 7.86 (dd, 1H), 7.74 (d, 2H), 7.70 (s, 2H), 7.24-7.07 (m, 6H), 6.51 (d, 2H), 4.10 (m, 1H), 3.57 (s, 4H), 3.35 (m, 4H), 3.18 (s, 2H), 2.74 (m, 2H), 1.86 (t, 2H), 1.76 (m, 2H), 1.65 (m, 4H), 1.55 (t, 4H).

Workup

  1. concentrationpartially concentrated
  2. additiontreated with diethyl ether
  3. filtrationThe precipitate was filtered
  4. washwashed with diethyl ether
  5. customwas dried under vacuum

Sources & evidence

ORD record
ord-57489f2d1a524b4d991a17031d6dcad7
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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