Hydrochloric Acid → HCID 12941073, compound

HRID 1395306Notes

Reaction equation

HRID 1395306 reaction equation
[OH:1][C@@H:2]([CH2:35][NH:36][CH:37]([CH3:39])[CH3:38])[CH2:3][O:4][C:5]1[CH:34]=[CH:33][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:23][CH2:22]2)=[CH:7][CH:6]=1.[ClH:40].CO>C(O)C>[ClH:40].[ClH:40].[OH:1][C@@H:2]([CH2:35][NH:36][CH:37]([CH3:39])[CH3:38])[CH2:3][O:4][C:5]1[CH:34]=[CH:33][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:25][CH2:26]2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12941072HCID 12941072, compound

Product 1

HCID 12941073HCID 12941073, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a warm (40°) solution of 2.83 g (5.2 mmol) of the free base of Example 43 in 95 ml of absolute ethanol was added at a rapid dropwise rate with swirling 2.03 ml (10.4 mmol) of 5.13 N ethanolic hydrogen chloride solution. The mixture was then cooled to 0° and the resulting colorless crystals were collected by filtration to yield the end product, mp 193°-196°. Crystallization from ethanol gave the analytical sample, mp 193.5°-196°; [α]D25 -7.52° (c, 0.5, CH3OH).

Workup

  1. additionwas added at a rapid dropwise rate
  2. temperatureThe mixture was then cooled to 0°
  3. filtrationthe resulting colorless crystals were collected by filtration
  4. customto yield the end product, mp 193°-196°
  5. customCrystallization from ethanol
  6. customgave the analytical sample, mp 193.5°-196°

Sources & evidence

ORD record
ord-fb3dffd550044c4aa0d291c6910f9b7c
Source dataset
uspto-grants-1980_05
Patent number
US04202978

Reaction notes

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