MLN4924 hydrochloride → Pevonedistat

HRID 715633Notes

Reaction equation

HRID 715633 reaction equation
Cl.[S:2](=[O:32])(=[O:31])([O:4][CH2:5][C@@H:6]1[CH2:10][C@@H:9]([N:11]2[C:15]3[N:16]=[CH:17][N:18]=[C:19]([NH:20][C@@H:21]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[CH2:23][CH2:22]4)[C:14]=3[CH:13]=[CH:12]2)[CH2:8][C@@H:7]1[OH:30])[NH2:3]>O>[S:2](=[O:32])(=[O:31])([O:4][CH2:5][C@@H:6]1[CH2:10][C@@H:9]([N:11]2[C:15]3[N:16]=[CH:17][N:18]=[C:19]([NH:20][C@@H:21]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[CH2:23][CH2:22]4)[C:14]=3[CH:13]=[CH:12]2)[CH2:8][C@@H:7]1[OH:30])[NH2:3]

Participants

3

Reactant 1

HCID 66576990MLN4924 hydrochloride

Product 1

HCID 16720766Pevonedistat

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8 volumes of H2O were added to amorphous ((1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-hydroxycyclopentyl)methyl sulfamate hydrochloride (100 mg), which was matured using 4 hour heat/cool cycles (RT to 40° C.) for 3 days with shaking. The resulting solid was filtered under vacuum without further drying. XRPD data for Form 2 is shown in FIG. 4 and Table 2; DSC and TGA data for Form 2 are both shown in FIG. 5.

Workup

  1. temperatureheat/cool cycles (RT to 40° C.) for 3 days
  2. filtrationThe resulting solid was filtered under vacuum without further drying

Sources & evidence

ORD record
ord-c103d31581df4a7896881fb3a25aa151
Source dataset
uspto-grants-2015_11
Patent number
US09187482B2

Reaction notes

Loading…