L-Tartaric acid → HCID 18791705, compound

HRID 1005610Notes

Reaction equation

HRID 1005610 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:48]=[CH:47][CH:46]=[CH:45][C:7]=1[C:8]([NH:10][C:11]1[CH:42]=[CH:41][C:14]([C:15]([N:17]([CH3:40])[C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=2[O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)=[O:32])=[O:16])=[CH:13][C:12]=1[O:43][CH3:44])=[O:9].[C:49]([OH:58])(=[O:57])[C@@H:50]([C@H:52]([C:54]([OH:56])=[O:55])[OH:53])[OH:51]>C(O)C.O>[C:54]([CH:52]([CH:50]([C:49]([OH:58])=[O:57])[OH:51])[OH:53])([OH:56])=[O:55].[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:48]=[CH:47][CH:46]=[CH:45][C:7]=1[C:8]([NH:10][C:11]1[CH:42]=[CH:41][C:14]([C:15]([N:17]([CH3:40])[C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=2[O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)=[O:32])=[O:16])=[CH:13][C:12]=1[O:43][CH3:44])=[O:9]

Participants

5

Reactant 2

HCID 444305L-Tartaric acidHCID 9874457HCID 9874457, compound

Product 1

HCID 18791705HCID 18791705, compoundYield 39.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

To a solution of 4-[2-[(3-aminoprop-1-yl)oxy]benzoyl]amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (10.7 g) in ethanol (155 ml) was added a solution of L-(+) tartaric acid (2.43 g) in ethanol (60 ml) at 80° C. The solution was stirred at ambient temperature for 1 hour. The solvent was removed at reduced pressure and resulting solid was dissolved in distilled water (1 l) and the solution was filtered through micro filter and the filtrate was lyophilized to give 4-[2-[(3-aminoprop-1-yl)oxy]benzoyl]amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide tartrate (5.2 g).

Workup

  1. customThe solvent was removed at reduced pressure
  2. customresulting solid
  3. filtrationthe solution was filtered
  4. filtrationthrough micro filter

Sources & evidence

ORD record
ord-9577fefc275942b1996178b5c0ceb1c3
Source dataset
uspto-grants-2000_04
Patent number
US06054457

Reaction notes

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