HCID 131733180, compound → Deldeprevir

HRID 1526751Notes

Reaction equation

HRID 1526751 reaction equation
[CH3:1][C:2]1[C:7]2[N:8]=[C:9]([C:54]3[S:58][CH:57]=[C:56]([CH:59]([CH3:61])[CH3:60])[N:55]=3)[CH:10]=[C:11]([O:12][C@H:13]3[CH2:33][N:32]4[C@H:15]([C:16]([NH:18][C@@:19]5([C:45]([NH:47][S:48]([CH:51]6[CH2:53][CH2:52]6)(=[O:50])=[O:49])=[O:46])[C@H:21]([CH:22]=[CH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C@H:29]([CH2:34][C:35]([N:37]6[CH2:42][C:41]([F:44])([F:43])[CH2:40][CH2:39][CH2:38]6)=[O:36])[C:30]4=[O:31])[CH2:20]5)=[O:17])[CH2:14]3)[C:6]=2[CH:5]=[CH:4][C:3]=1[O:62][CH3:63].[Na]>O>[CH3:1][C:2]1[C:7]2[N:8]=[C:9]([C:54]3[S:58][CH:57]=[C:56]([CH:59]([CH3:61])[CH3:60])[N:55]=3)[CH:10]=[C:11]([O:12][C@H:13]3[CH2:33][N:32]4[C@H:15]([C:16]([NH:18][C@@:19]5([C:45]([NH:47][S:48]([CH:51]6[CH2:52][CH2:53]6)(=[O:49])=[O:50])=[O:46])[C@H:21]([CH:22]=[CH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C@H:29]([CH2:34][C:35]([N:37]6[CH2:42][C:41]([F:44])([F:43])[CH2:40][CH2:39][CH2:38]6)=[O:36])[C:30]4=[O:31])[CH2:20]5)=[O:17])[CH2:14]3)[C:6]=2[CH:5]=[CH:4][C:3]=1[O:62][CH3:63]

Participants

3

Reactant 1

HCID 131733180HCID 131733180, compound2×

Product 1

HCID 56935739Deldeprevir

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The solubility of ACH-0142684 sodium salt was determined at room temperature using the following procedure. The input material (˜10 mg) was weighed into each of 12 vials, followed by addition of a solvent in multiple aliquots between 50μL to 10-mL at room temperature. Samples were visually inspected for complete dissolution after each solvent addition. The solubility of crystalline ACH-0142684 sodium salt is summarized in TABLE 1, which provides a solubility assessment of amorphous API in 12 solvents. The solubility of API-0142684 in water after temperature cycling between 40° C. and 5° C. for 2 days is ˜50 mg/ml.

Workup

  1. customwas determined at room temperature
  2. additionfollowed by addition of a solvent in multiple aliquots between 50μL to 10-mL at room temperature
  3. dissolutionSamples were visually inspected for complete dissolution
  4. additionafter each solvent addition
  5. customprovides a solubility assessment of amorphous API in 12 solvents

Sources & evidence

ORD record
ord-9b893e4ac48a41e893dea111f25f7643
Source dataset
uspto-grants-2015_07
Patent number
US09085607B2

Reaction notes

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