Diisopropylethylamine → HCID 68771066, compound

HRID 1805947Notes

Reaction equation

HRID 1805947 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[CH:10]([C:20]([OH:22])=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C.[CH2:59]([CH:66]1[CH2:70][CH2:69][CH2:68][NH:67]1)[C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1>C(Cl)Cl>[CH2:1]([N:8]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[CH:10]([C:20]([N:67]2[CH2:68][CH2:69][CH2:70][CH:66]2[CH2:59][C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)=[O:22])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 3395562-BenzylpyrrolidineHCID 533948381-Benzyl-4-(2-methylphenyl)pyrrolidine-3-carboxylic acid

Product 1

HCID 68771066HCID 68771066, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-Benzyl-4-(2-methylphenyl)pyrrolidine-3-carboxylic acid (0.088 g, 0.298 mmol) in CH2Cl2 (1.490 ml) was added BOP (0.138 g, 0.313 mmol), DIPEA (0.208 ml, 1.192 mmol), and 2-benzylpyrrolidine (0.050 g, 0.313 mmol). The solution was stirred at room temperature for 4 hours. Concentrate, filter, and purify on reverse phase HPLC. HRMS (M+H)=439.2739

Workup

  1. concentrationConcentrate
  2. filtrationfilter
  3. custompurify on reverse phase HPLC

Sources & evidence

ORD record
ord-210d084a35fd4b5abf7c0ad6a93d80f3
Source dataset
uspto-grants-2013_01
Patent number
US08354545B2

Reaction notes

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