Hydrochloric Acid → HCID 67884938, compound

HRID 1492335Notes

Reaction equation

HRID 1492335 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@@H:17]3[C@H:8]([C@H:9]4[C@@:13]([CH2:15][CH2:16]3)([CH3:14])[C@@H:12]([NH:21][CH2:22][CH2:23][CH2:24][NH:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][CH2:31][CH2:32][CH2:33][NH2:34])[CH2:11][CH2:10]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1.[ClH:35].CCOCC>CO>[ClH:35].[ClH:35].[ClH:35].[ClH:35].[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@@H:17]3[C@H:8]([C@H:9]4[C@@:13]([CH2:15][CH2:16]3)([CH3:14])[C@@H:12]([NH:21][CH2:22][CH2:23][CH2:24][NH:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][CH2:31][CH2:32][CH2:33][NH2:34])[CH2:11][CH2:10]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67847858HCID 67847858, compound

Product 1

HCID 67884938HCID 67884938, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of the title compound from Example 96 (0.184 g) in absolute methanol (1 ml) is treated at 20°-25° under nitrogen with 0.53M anhydrous HCl in methanol (3.1 ml) until acid by pH paper. The resulting solution becomes turbid within a minute and a precipitate begins to form. The resulting suspension is stirred for --5 minutes, and anhydrous ether (45 ml) is added in portions over 30 minutes. The suspension is stirred for --15 minutes and filtered. The filtercake is washed with anhydrous ether (--15 ml) and the residue is dried under high vacuum to give the title compound; NMR (d6DMSO, TMS) δ0.90, 1.10-3.60, 3.70, 6.60-6.87, 7.23. (PLA2)

Workup

  1. customto form
  2. additionis added in portions over 30 minutes
  3. filtrationfiltered
  4. washThe filtercake is washed with anhydrous ether (--15 ml)
  5. customthe residue is dried under high vacuum

Sources & evidence

ORD record
ord-f72a2acf65a74ef080947a1fe1bf4555
Source dataset
uspto-grants-1994_12
Patent number
US05373095

Reaction notes

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