Hydrochloric Acid → HCID 58650155, compound

HRID 1865734Notes

Reaction equation

HRID 1865734 reaction equation
C(O[C:6]([N:8](C)[C@@H:9]([C:31]([CH3:39])([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH3:32])[CH2:10][NH:11][C@H:12]([C:17]([N:19]([CH3:30])[C@@H:20]([CH:27]([CH3:29])[CH3:28])/[CH:21]=[C:22](\[CH3:26])/[C:23]([OH:25])=[O:24])=[O:18])[C:13]([CH3:16])([CH3:15])[CH3:14])=O)(C)(C)C.Cl>ClCCl>[CH3:26]/[C:22](=[CH:21]\[C@@H:20]([N:19]([CH3:30])[C:17](=[O:18])[C@H:12]([C:13]([CH3:16])([CH3:15])[CH3:14])[NH:11][CH2:10][C@@H:9]([NH:8][CH3:6])[C:31]([CH3:32])([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH3:39])[CH:27]([CH3:29])[CH3:28])/[C:23]([OH:25])=[O:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69018038HCID 69018038, compound

Product 1

HCID 58650155HCID 58650155, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2E,4S)-4-[(N-{(2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methyl-3-phenylbutyl}-3-methyl-L-valyl)(methyl)amino]-2,5-dimethyl-2-hexenoic acid (40 mg, 0.068 mmol, from reference example 21) is dissolved in dichloromethane (3 ml) and treated with 4N hydrogen chloride (0.068 ml, 0.27 mmol) at room temperature for 30 minutes. The reaction mixture is then concentrated in vacuo and triturated with ether to give a white solid (29 mg, 87%). The crude material is purified by reverse phase HPLC. MS [M+H] 488.62

Workup

  1. concentrationThe reaction mixture is then concentrated in vacuo
  2. customtriturated with ether

Sources & evidence

ORD record
ord-31147e3fccd74e60a4180a5bd12dff01
Source dataset
uspto-grants-2009_12
Patent number
US07626023B2

Reaction notes

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