L-Lactic Acid → HCID 11751012, compound

HRID 1669596Notes

Reaction equation

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

Participants

Reactant 2

HCID 107689L-Lactic Acid

HCID 6918837Panobinostat

Product 1

HCID 11751012HCID 11751012, compound

Procedure

N-hydroxy-3-[4-[[[2-(2-methyl-1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2E-2-propenamide free base (20.0 g) was treated with L-(+)-lactic acid (6.8 g) according to the procedure described in Example 19 to obtain crystalline N-hydroxy-3-[4-[[[2-(2-methyl-1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2E-2-propenamide L-(+)-lactate salt, anhydrate form. Melting point and decomposition take place together at 184.7° C. The XRPD pattern is as shown in FIG. 13D (2θ=9.9, 11.4, 13.8, 18.1, 18.5, 19.7, 20.2, 21.6, 25.2, 29.9).

Sources & evidence

ORD record: ord-96eb990442ce40f7b057bfc85ed1c259
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989494B2

Reaction notes

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