Diisopropylethylamine → HCID 131725230, compound

HRID 1064575Notes

Reaction equation

HRID 1064575 reaction equation
Cl.C[C@H]1N(C2C3C=CSC=3N=CN=2)[C@@H](C)CN(C[C:20]([OH:22])=[O:21])C1.Cl.[CH3:24][C@H:25]1[N:30]([C:31]2[C:32]3[CH:39]=[CH:38][S:37][C:33]=3[N:34]=[CH:35][N:36]=2)[C@@H:29]([CH3:40])[CH2:28][N:27]([CH2:41][C:42]([NH:44][C:45]2[CH:50]=[C:49]([CH2:51][N:52]3[CH2:57][CH2:56][NH:55][CH2:54][CH2:53]3)[CH:48]=[CH:47][C:46]=2[CH3:58])=[O:43])[CH2:26]1.N1(O[P+](N2[CH2:84][CH2:83][CH2:82]C2)(N2CCCC2)N2CCCC2)C2C=CC=CC=2N=N1.[CH2:85]1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C)C=O.O>[CH3:24][CH:25]1[N:30]([C:31]2[C:32]3[CH:39]=[CH:38][S:37][C:33]=3[N:34]=[CH:35][N:36]=2)[CH:29]([CH3:40])[CH2:28][N:27]([CH2:41][C:42]([NH:44][C:45]2[CH:50]=[C:49]([CH2:51][N:52]3[CH2:53][CH2:54][N:55]([C:20]([O:22][C:83]([CH3:82])([CH3:84])[CH3:85])=[O:21])[CH2:56][CH2:57]3)[CH:48]=[CH:47][C:46]=2[CH3:58])=[O:43])[CH2:26]1

Participants

8

Reactant 5

HCID 81531DiisopropylethylamineHCID 2724700Benzotriazol-1-yl-oxytripyrrolidinophosphoniumHCID 2733179PyBroPHCID 131725228HCID 131725228, compoundHCID 131725231HCID 131725231, compound

Product 1

HCID 131725230HCID 131725230, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The product from Example 9 step (ii) (0.21 g), the product from step (ii) (0.15 g), benzotriazol-1-yl-oxy-tripyrrolidinophosphonium hexfluorophosphate (PyBrop) (0.24 g), N,N-diisopropylethylamine (0.36 ml) in dry N,N-dimethylformamide were stirred together under nitrogen for 20 h. The mixture was poured into water and the resulting precipitate filtered as an off white solid. Purification was by silica gel chromatography eluting with ethyl acetate to give the subtitle compound as a white solid. Yield: 0.21 g

Workup

  1. filtrationthe resulting precipitate filtered as an off white solid
  2. customPurification
  3. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-7896a4b9a80445c3ba9f4f56d2867ef8
Source dataset
uspto-grants-2005_11
Patent number
US06969713B2

Reaction notes

Loading…