1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 22725080, compound

HRID 2086590Notes

Reaction equation

HRID 2086590 reaction equation
[NH2:1][CH2:2][C:3]1[C:4]([C:9]2([OH:32])[CH2:15][CH:14]3[N:16]([CH:17]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[Cl:31])[C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[Cl:24])[CH:11]([CH2:12][CH2:13]3)[CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1.C1(P([N:47]=[N+:48]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.N12CCCN=C1CCCCC2>>[N:1]([CH2:2][C:3]1[C:4]([C:9]2([OH:32])[CH2:10][CH:11]3[N:16]([CH:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[Cl:24])[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[Cl:31])[CH:14]([CH2:13][CH2:12]3)[CH2:15]2)=[N:5][CH:6]=[CH:7][CH:8]=1)=[N+:47]=[N-:48]

Participants

4

Procedure

Follow the procedure of Step 5 of Example 15, using the product from Step 4 (95.2 mg, 0.213 mmol), diphenylphosphoryl azide (67.4 mg, 0.245 mmol) and 1,8-diazabicyclo [5,4,0]undec-7-ene (52.96 mg, 0.32 mmol) to give the desired compound as the minor product.

Sources & evidence

ORD record
ord-4517922abd6a48a7923fb6268d5cb34f
Source dataset
uspto-grants-2004_04
Patent number
US06727254B2

Reaction notes

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