Ethanol → HCID 68906443, compound

HRID 2111402Notes

Reaction equation

HRID 2111402 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][CH2:8][N:7]([CH:14]3[CH2:18][CH2:17][CH:16]([CH3:19])[CH2:15]3)[C:6]=2[N:20]=1.[NH2:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][C:23]=1[O:31][CH3:32].C(O)C>Cl.O>[CH3:32][O:31][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:22]=1[NH:21][C:2]1[N:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][CH2:8][N:7]([CH:14]3[CH2:18][CH2:17][CH:16]([CH3:19])[CH2:15]3)[C:6]=2[N:20]=1)[C:26]([OH:28])=[O:27]

Participants

6

Reactant 3

HCID 702EthanolHCID 2880572486-69-3HCID 87618324HCID 87618324, compound

Product 1

HCID 68906443HCID 68906443, compoundYield 74.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolvent

Procedure

A mixture of 0.09 g (0.0003 mole) of (rac)-2-chloro-5-methyl-9-(3-methyl-cyclopentyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-58), 0.06 g (0.00036 mole) of 4-amino-3-methoxy-benzoic acid, 0.5 mL of ethanol, 2 mL of water, and 2 drops of hydrochloric acid was heated at 100 degrees overnight. Upon cooling, a precipitate formed which was collected by filtration to give 0.095 g of (rac)-3-methoxy-4-[5-methyl-9-(3-methyl-cyclopentyl)-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino]-benzoic acid (I-58a) as an off-white solid.

Workup

  1. temperaturewas heated at 100 degrees overnight
  2. temperatureUpon cooling
  3. customa precipitate formed which
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-fec24255c82246eebd1c2ca5e824856b
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

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