Triphenylphosphine → HCID 58999575, compound

HRID 1593600Notes

Reaction equation

HRID 1593600 reaction equation
[N:1]([C:4]1[C:13]2[CH2:12][CH2:11][N:10]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:9][C:8]=2[N:7]=[CH:6][CH:5]=1)=[N+]=[N-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1.O>[CH2:14]([N:10]1[CH2:9][C:8]2[N:7]=[CH:6][CH:5]=[C:4]([NH2:1])[C:13]=2[CH2:12][CH2:11]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 589995844-Azido-5,6,7,8-tetrahydro-7-(phenylmethyl)-1,7-naphthyridine

Product 1

HCID 58999575HCID 58999575, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

4-azido-7-benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine (0.06 g, 0.226 mmol) was treated with 0.5 g of PS-PPh3 resin in a 8 ml mixture THF:H2O (18:1) at 32° C. ON. The reaction was monitored by LCMS and TLC. The reaction mixture was filtered and washed with THF and methanol. The combined filtrate was concentrated and used directly in the next step.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with THF and methanol
  3. concentrationThe combined filtrate was concentrated

Sources & evidence

ORD record
ord-b1dec7957ac945b78aec1e4c5db6f6c1
Source dataset
uspto-grants-2007_11
Patent number
US07297700B2

Reaction notes

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