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Water → HCID 59410159, compound

HRID 391754
Notes
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Reaction equation

HRID 391754 reaction equation
[Si:1]([O:18][CH2:19][CH2:20][C:21]1[C:22](=[O:53])[N:23]([C:27]2[C:32]([CH3:33])=[CH:31][C:30]([N:34]3[CH2:38][C@H:37]([CH2:39][N:40]4C(=O)C5C(=CC=CC=5)C4=O)[O:36][C:35]3=[O:51])=[CH:29][C:28]=2[CH3:52])[CH:24]=[CH:25][CH:26]=1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN.O.ClCCl>C(O)C>[NH2:40][CH2:39][C@@H:37]1[O:36][C:35](=[O:51])[N:34]([C:30]2[CH:29]=[C:28]([CH3:52])[C:27]([N:23]3[CH:24]=[CH:25][CH:26]=[C:21]([CH2:20][CH2:19][O:18][Si:1]([C:14]([CH3:15])([CH3:16])[CH3:17])([C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[C:22]3=[O:53])=[C:32]([CH3:33])[CH:31]=2)[CH2:38]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 6329MethylamineHCID 6344DichloromethaneHCID 59410227HCID 59410227, compound

Product 1

HCID 59410159HCID 59410159, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
52.5 °C

Procedure

130 g (179 mmol) of the compound from Example 67A are dissolved in 650 ml of ethanol, 193 ml (2.68 mol) of a 40% strength aqueous methanamine solution are added and the mixture is heated at 50-55° C. for one hour. After cooling to room temperature, water and dichloromethane are added, the phases are separated and the organic phase is dried over sodium sulphate. After filtration, the mixture is evaporated to dryness under reduced pressure. The residue (117 g, 89% of theory) is reacted further without further purification.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe phases are separated
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. filtrationAfter filtration
  5. customthe mixture is evaporated to dryness under reduced pressure
  6. customThe residue (117 g, 89% of theory) is reacted further without further purification

Sources & evidence

ORD record
ord-cc6156627c6f472fbb92c327b3454b08
Source dataset
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08383822B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes