Triphenylphosphine → HCID 23598689, compound

HRID 891204Notes

Reaction equation

HRID 891204 reaction equation
[CH3:1][O:2][C:3](=[O:30])[CH2:4][N:5]1[CH2:11][C:10]([CH2:12][N:13]=[N+]=[N-])=[CH:9][CH2:8][CH:7]([NH:16][C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][N:20]=2)=[O:18])[C:6]1=[O:29].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.O>[CH3:1][O:2][C:3](=[O:30])[CH2:4][N:5]1[CH2:11][C:10]([CH2:12][NH2:13])=[CH:9][CH2:8][CH:7]([NH:16][C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][N:20]=2)=[O:18])[C:6]1=[O:29]

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 22243121HCID 22243121, compound

Product 1

HCID 23598689HCID 23598689, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of {6-azidomethyl-3-[(isoquinoline-1-carbonyl)-amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl}-acetic methyl ester, 28, (0.46 g, 1.12 mmol) in THF (10 mL) and 5 drops of water is treated with triphenylphosphine (0.6 g, 2.25 mmol) at room temperature. The solution is stirred for 18 hours after which the solvent is solvent is removed in vacuo and the resulting residue is purified by HPLC to afford the desired product which is immediately used for the next step.

Workup

  1. customis removed in vacuo
  2. customthe resulting residue is purified by HPLC

Sources & evidence

ORD record
ord-58fa2cf503da47e5a72817ab424ab61d
Source dataset
uspto-grants-2006_02
Patent number
US07001899B2

Reaction notes

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