Hydrochloric Acid → HCID 16737732, compound

HRID 1672168Notes

Reaction equation

HRID 1672168 reaction equation
C(OC(=O)[N:7]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH2:8][C@@H:9]([C:14]([N:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[CH2:18][CH2:17]1)=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[CH2:31]([O:30][NH:7][CH2:8][C@@H:9]([C:14]([N:16]1[CH2:17][CH2:18][N:19]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[CH2:20][CH2:21]1)=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59840876HCID 59840876, compound

Product 1

HCID 16737732HCID 16737732, compoundYield 122.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl(benzyloxy)((2S)-2-{[4-(4-methoxyphenyl)piperazin-1-yl]carbonyl}-4-methylpentyl)carbamate (134 mg; 0.25 mmol; 1.0 eq.) and HCl 4M in dioxan (0.938 mL, 15 eq.) in DCM (1 mL) was stirred overnight at room temperature. The solvents were evaporated to give the title product as a yellow oil (130 mg, 100%). HPLC, Rt: 2.9 min (purity: 95.9%). M+(LC-MS (ESI)): 426.4.

Workup

  1. customThe solvents were evaporated

Sources & evidence

ORD record
ord-8b058efda6a2417cac4f71fa34002f0c
Source dataset
uspto-grants-2011_08
Patent number
US07998964B2

Reaction notes

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