Hydroxylamine → HCID 9946637, compound

HRID 1180546Notes

Reaction equation

HRID 1180546 reaction equation
[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([NH:16][C@H:17]([C:21]([OH:23])=O)[CH:18]([CH3:20])[CH3:19])(=[O:15])=[O:14])=[CH:9][CH:8]=1)[CH:2]=[C:3]=[CH:4][CH3:5].[OH:24][N:25]1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.CN1CCOCC1.NO>CN(C)C=O>[OH:24][NH:25][C:21](=[O:23])[CH:17]([NH:16][S:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:1][CH:2]=[C:3]=[CH:4][CH3:5])=[CH:8][CH:9]=1)(=[O:15])=[O:14])[CH:18]([CH3:20])[CH3:19]

Participants

7

Reactant 5

HCID 787HydroxylamineHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86588657HCID 86588657, compound

Product 1

HCID 9946637HCID 9946637, compoundYield 47.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure of Example 13 was followed using the product from Example 18 (230 mg, 0.67 mmol), 1-hydroxybenzotriazol (80 mg, 0.59 mmol), 1-[3-(dimethylamino)-propyl]-3-ethylcarbodimide hydrochloride (132 mg, 0.69 mmol), N-methylmorpholine (0.81 mmol, 0.74 mmol), and hydroxylamine (0.150 ml, 2.45 mmol) in dimethylformamide (5 ml) to give 100 mg (42%) of the product.

Sources & evidence

ORD record
ord-ae6056c9b7334bf09c2d81a4ea091c4c
Source dataset
uspto-grants-2007_10
Patent number
US07282496B2

Reaction notes

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