Ethanol hydrochloride → HCID 86625855, compound

HRID 644150Notes

Reaction equation

HRID 644150 reaction equation
[NH2:1][C:2](=[N:51][O:52][C:53](=[O:70])[C@@H:54]([NH:62]C(OC(C)(C)C)=O)[CH2:55][C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:3]1[CH:50]=[CH:49][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][O:20][C:21]3[CH:48]=[CH:47][C:24]([C:25]([NH2:46])=[N:26][O:27][C:28](=[O:45])[C@@H:29]([NH:37]C(OC(C)(C)C)=O)[CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:23][CH:22]=3)[CH2:13][CH2:12]2)=[CH:5][CH:4]=1.[ClH:71].C(O)C>C(O)C>[ClH:71].[NH2:1][C:2](=[N:51][O:52][C:53](=[O:70])[C@@H:54]([NH2:62])[CH2:55][C:56]1[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=1)[C:3]1[CH:50]=[CH:49][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][CH2:19][O:20][C:21]3[CH:48]=[CH:47][C:24]([C:25]([NH2:46])=[N:26][O:27][C:28](=[O:45])[C@@H:29]([NH2:37])[CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:23][CH:22]=3)[CH2:15][CH2:16]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 86625857HCID 86625857, compound

Product 1

HCID 86625855HCID 86625855, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an ethanol (10 mL) suspension of 0.50 g of 4-(3-{4-[3-(4-{amino[(2S)-2-(tert-butoxycarbonyl)amino-3-phenylpropionyloxyimino]methyl}phenoxy)propyl]-1-piperidinyl}propoxy)-N′-[(2S)-2-(tert-butoxycarbonyl)amino-3-phenylpropionyloxy]benzamidine was added 5 mL of 2.9 mol/L hydrogen chloride/ethanol under cooling with ice, which was then stirred at the same temperature for 20 minutes, followed by allowing to stand at room. temperature for 26 hours. The solvent was distilled off under reduced pressure, and the resultant residue was suspended in chloroform, followed by collecting solid matter by filtration to provide 0.50 g of 4-{3-[4-(3-{4-[amino((2S)-2-amino-3-phenylpropionyloxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}-N′-((2S)-2-amino-3-phenylpropionyloxy)benzamidine hydrochloride as slightly pale yellow solid form.

Workup

  1. temperatureunder cooling with ice, which
  2. waittemperature for 26 hours
  3. distillationThe solvent was distilled off under reduced pressure
  4. customby collecting solid matter
  5. filtrationby filtration

Sources & evidence

ORD record
ord-2637c3b6239e40248fd3bc7eae4bcfc3
Source dataset
uspto-grants-2010_04
Patent number
US07700623B2

Reaction notes

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