Tris(hydroxymethyl)aminomethane → HCID 131737196, compound

HRID 62567Notes

Reaction equation

HRID 62567 reaction equation
[NH2:1][C:2]([CH2:7][OH:8])([CH2:5][OH:6])[CH2:3][OH:4].[CH3:9][CH2:10][NH:11][C:12]([CH2:14][CH2:15][CH2:16]/[CH:17]=[CH:18]\[CH2:19][C@@H:20]1[C@@H:24](/[CH:25]=[CH:26]/[C@@H:27]([OH:36])[CH2:28][CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C@H:23]([OH:37])[CH2:22][C@@H:21]1[OH:38])=[O:13]>>[CH3:9][CH2:10][NH:11][C:12]([CH2:14][CH2:15][CH2:16]/[CH:17]=[CH:18]\[CH2:19][C@@H:20]1[C@@H:24](/[CH:25]=[CH:26]/[C@@H:27]([OH:36])[CH2:28][CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C@H:23]([OH:37])[CH2:22][C@@H:21]1[OH:38])=[O:13].[NH2:1][C:2]([CH2:7][OH:8])([CH2:5][OH:6])[CH2:3][OH:4]

Participants

3

Reactant 2

HCID 6503Tris(hydroxymethyl)aminomethane2×HCID 5311027Bimatoprost2×

Product 1

HCID 131737196HCID 131737196, compound

Conditions

Temperature
-20 °C

Procedure

Attempts were made to prepare amorphous tromethamine salt of bimatoprost acid by freeze drying (using a mixture of tert-butanol/water (50/50 v/v) as solvent), rotary evaporation and quenching the melt. The most suitable method, quenching the melt, was selected for the preparation of the amorphous material, followed by characterization before using this material as input material for the polymorphism study. In an attempt, Tromethamine Salt of Bimatoprost acid was heated in a vacuum oven at 120° C., the temperature was maintained for 10 minutes to melt the product. The samples were quenched in air and then cooled to −20° C. (freezer) to obtain an amorphous glass. The glass transition (Tg) was determined at ca. 29° C. by modulated differential scanning calorimetry (MDSC).

Workup

  1. customdrying (
  2. additiona mixture of tert-butanol/water (50/50 v/v) as solvent),
  3. customrotary evaporation
  4. customquenching the melt
  5. customThe most suitable method, quenching the melt
  6. customwas selected for the preparation of the amorphous material
  7. temperaturethe temperature was maintained for 10 minutes
  8. customThe samples were quenched in air
  9. customto obtain an amorphous glass
  10. customwas determined at ca. 29° C. by modulated differential scanning calorimetry (MDSC)

Sources & evidence

ORD record
ord-39b0c928b5bb4aaa8ab300375efd17b3
Source dataset
uspto-grants-2016_09
Patent number
US09447014B2

Reaction notes

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