Ethanol → HCID 57635007, compound

HRID 2111293Notes

Reaction equation

HRID 2111293 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[N:11]([CH2:12][CH3:13])[C:10](=[O:14])[CH:9]([CH2:15][CH3:16])[CH2:8][N:7]([CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[C:6]=2[N:22]=1.[NH2:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][C:25]=1[O:33][CH3:34].C(O)C>Cl.O>[CH:17]1([N:7]2[CH2:8][CH:9]([CH2:15][CH3:16])[C:10](=[O:14])[N:11]([CH2:12][CH3:13])[C:5]3[CH:4]=[N:3][C:2]([NH:23][C:24]4[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][C:25]=4[O:33][CH3:34])=[N:22][C:6]2=3)[CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

6

Reactant 3

HCID 702EthanolHCID 2880572486-69-3HCID 87618284HCID 87618284, compound

Product 1

HCID 57635007HCID 57635007, compoundYield 62.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolvent

Procedure

A mixture of 0.042 g (0.00013 mole) of (rac)-2-chloro-9-cyclopentyl-7-ethyl-5-ethyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-14), 0.026 g (0.00016 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 to 100 degrees overnight. Upon cooling, a precipitate formed which was collected by filtration to give 0.037 g of (rac)-4-(9-cyclopentyl-5,7-diethyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl amino)-3-methoxy-benzoic acid (I-14) as an off-white solid.

Workup

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

Sources & evidence

ORD record
ord-bfc2fd6f7a644888baef8f1ef63ec94b
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

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