Isopropanol → HCID 22632687, compound

HRID 2417516Notes

Reaction equation

HRID 2417516 reaction equation
[Cl:1][C:2]1[CH:36]=[CH:35][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][C:17]([OH:19])=[CH:18][C:12]=3[N:11]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([N:29]4[CH2:33][CH:32]=[CH:31][CH2:30]4)=[O:28])=[CH:23][CH:22]=3)[C:10](=[O:34])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[C:37]1(P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:42]=CC=C[CH:38]=1.C(O)(C)C.CCOC(/N=N/C(OCC)=O)=O>C1COCC1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][C:17]([O:19][CH:37]([CH3:42])[CH3:38])=[CH:18][C:12]=3[N:11]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([N:29]4[CH2:30][CH:31]=[CH:32][CH2:33]4)=[O:28])=[CH:23][CH:22]=3)[C:10](=[O:34])[CH2:9]2)=[O:7])=[CH:35][CH:36]=1

Participants

7

Reactant 4

HCID 3776IsopropanolHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 22632537HCID 22632537, compound

Product 1

HCID 22632687HCID 22632687, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

22 mg (0.044 mmol) of 4-(4-chlorobenzoyl)-1-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzyl]-8-hydroxy-1,3,4,5-tetrahydrobenzo[e][1,4]-diazepin-2-on was dissolved in 5 ml of THF. 15 mg (0.05 mmol) of triphenylphosphine, 0.004 ml (0.05 mmol) of isopropyl alcohol and 25 mg (0.05 mmol) of diethylazo dicarboxylate were added to the obtained solution, and they were stirred at room temperature overnight. After the treatment with ethyl acetate as the extracting solvent, the obtained crude product was treated in the same manner as in step 3 in Example 1 to obtain the title compound.

Workup

  1. additionwas treated in the same manner as in step 3 in Example 1

Sources & evidence

ORD record
ord-9439a40c42604a058bdd26d3d295e228
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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