Acetyl chloride → Hydrochloric Acid

HRID 2301759Notes

Reaction equation

HRID 2301759 reaction equation
[C:1]([Cl:4])(=[O:3])[CH3:2].[CH3:5][N:6]([CH:14]1[CH2:18][CH:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]([CH2:25][N:26]2[CH2:31][CH2:30][CH:29]([N:32]([C:36](NCC3C=CC=CC=3)=[O:37])[CH2:33][CH2:34][CH3:35])[CH2:28][CH2:27]2)[CH2:15]1)C(OC(C)(C)C)=O>CO>[ClH:4].[ClH:4].[CH3:5][NH:6][CH:14]1[CH2:18][CH:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]([CH2:25][N:26]2[CH2:27][CH2:28][CH:29]([N:32]([C:36]([O:3][CH2:1][C:2]3[CH:17]=[CH:18][CH:14]=[CH:15][CH:16]=3)=[O:37])[CH2:33][CH2:34][CH3:35])[CH2:30][CH2:31]2)[CH2:15]1

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 18345206HCID 18345206, compound

Product 2

HCID 313Hydrochloric AcidYield 2,000%HCID 70158564HCID 70158564, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of hydrogen chloride (2.3 mmol) in methanol was prepared by addition of acetyl chloride (0.165 mL, 2.3 mmol) to methanol (10 mL) and aging for 15 min. To this was added 1-(RS)-(N-(methyl)-N-(t-butoxycarbonyl)amino)-3-(SR)-((4-(N-(benzylaminocarbonyl)-N-(propyl)amino)piperidin-1-yl)methyl)-4-(SR)-phenylcyclopentane from Example 15 (135 mg, 0.23 mmol). After 16 h, the volatiles were removed in vacuo to dryness to give the title compound hydrochloride salt.

Workup

  1. waitAfter 16 h
  2. customthe volatiles were removed in vacuo to dryness

Sources & evidence

ORD record
ord-a4af729be26a4cfc883d9f0b58ecffcf
Source dataset
uspto-grants-2002_12
Patent number
US06500844B1

Reaction notes

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