Hydroxylamine → HCID 10164907, compound

HRID 1180563Notes

Reaction equation

HRID 1180563 reaction equation
[C:1]([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][N:12]([S:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH:31]=[C:32]=[CH2:33])=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH:11]([C:34]([OH:36])=O)[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:37][N:38]1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.NO>O.CN(C)C=O>[OH:37][NH:38][C:34]([CH:11]1[CH2:10][N:9]([C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][N:12]1[S:20]([C:23]1[CH:24]=[CH:25][C:26]([O:29][CH2:30][CH:31]=[C:32]=[CH2:33])=[CH:27][CH:28]=1)(=[O:22])=[O:21])=[O:36]

Participants

7

Reactant 4

HCID 787HydroxylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 58978927HCID 58978927, compound

Product 1

HCID 10164907HCID 10164907, compoundYield 40.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The procedure of Example 45 was followed using the product from Example 43 (230 mg, 0.456 mmol), 1-hydroxybenzotriazol (111 mg, 0.821 mmol), 1-[3-(dimethylamino) propyl]-3-ethylcarbodiimide hydrochloride (157 mg, 0.821 mmol), hydroxylamine in water 50% solution (0.251 ml, 4.1 mmol) in dimethylformamide (3 ml) to give 95 mg (40%) of the product.

Sources & evidence

ORD record
ord-70aa18b0de0d4ef08cfc06cc8c9e6ef9
Source dataset
uspto-grants-2007_10
Patent number
US07282496B2

Reaction notes

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