Water → Benzamide

HRID 1893733Notes

Reaction equation

HRID 1893733 reaction equation
CN1CCN(C[C:9]2[CH:37]=[CH:36][C:12]([C:13]([NH:15]C3C=CC(C)=C(NC4N=C(C5C=NC=CC=5)C=CN=4)C=3)=[O:14])=[CH:11][CH:10]=2)CC1.OC1C(C(O)=O)=CC2C(C=1)=CC=CC=2.O>C(O)C>[C:13]([NH2:15])(=[O:14])[C:12]1[CH:36]=[CH:37][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 5291ImatinibHCID 71043-Hydroxy-2-naphthoic acid

Product 1

HCID 2331Benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide (4.94 g, 10 mmol) and 4,4′-methylenebis[3-hydroxy-2-naphthoic acid (Fluka, Buchs, Switzerland; 3.88 g, 10 mmol) in ethanol (50 mL) is heated. Water (25 mL) is then added. Upon cooling, the product crystallises and is filtered-off and dried to afford 4-[(4-methyl-1-piperazinyl)methyl]-N-4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide, pamoate as a pale-yellow solid, having the following analytical properties: Analysis found: C, 69.12; H, 5.62; N, 10.88%; H2O, 2.50%. Calculated for C52H47N7O7-1.26 H2O: C, 69.04; H, 5.52; N, 10.84%; H2O, 2.51%.

Workup

  1. temperatureUpon cooling
  2. customthe product crystallises
  3. customdried

Sources & evidence

ORD record
ord-5713694e9981416cb34f5a66b3008b32
Source dataset
uspto-grants-2013_08
Patent number
US08513256B2

Reaction notes

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