Water → HCID 59410159, compound

HRID 85230Notes

Reaction equation

HRID 85230 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

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-13d06a21270b4752a1d60ed1b112e0c1
Source dataset
uspto-grants-2014_09
Patent number
US08846934B2

Reaction notes

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