1-Methylpiperazine → HCID 67155216, compound

HRID 389681Notes

Reaction equation

HRID 389681 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][NH:14][C:15]([C:17]1[S:18][C:19]([Cl:22])=[CH:20][CH:21]=1)=[O:16])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C(Cl)Cl>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([CH2:13][NH:14][C:15]([C:17]1[S:18][C:19]([Cl:22])=[CH:20][CH:21]=1)=[O:16])[C:10]([N:27]1[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]1)=[O:12])([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 4

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 67155372(S)-2-tert-Butoxycarbonylamino-3-[(5-chloro-thiophene-2-carbonyl)-amino]-propionic acid

Product 1

HCID 67155216HCID 67155216, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Intermediate 88 (13.4 g, 38.42 mmol) was dissolved in 200 ml DCM and N-methyl piperazine (8.52 ml, 76.83 mmol) was added followed by DIPEA (26.77 ml, 153.67 mmol) and TBTU (18.5 g, 57.63 mmol). After 16 h stirring at RT, the solution was evaporated to dryness and purified by silica gel chromatography. Yield: 13.05 g, 79%.

Workup

  1. customthe solution was evaporated to dryness
  2. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-9893628d8a154532886d17e642c8b049
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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