Azepane → HCID 67165265, compound

HRID 553305Notes

Reaction equation

[C:1]([CH2:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([OH:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)([OH:3])=O.[NH:15]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.ON1C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C.Cl.CN(C)CCCN=C=NCC>>[N:15]1([C:1](=[O:3])[CH2:4][C:5]2[CH:6]=[C:7]([CH2:11][C:12]([OH:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

Reactant 5

HCID 8119Azepane

HCID 29788m-Phenylenediacetic acid

HCID 757711-Hydroxybenzotriazole

HCID 81531Diisopropylethylamine

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 67165265HCID 67165265, compoundYield 49.9%

Procedure

Prepared from (3-carboxymethyl-phenyl)-acetic acid (990 mg), azepane (500 g), 1-hydroxybenzotriazole (690 mg), Hunigs base (0.89 mL), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (980 mg), using the method of Example 44 (step a), to give 700 mg of the sub-titled compound as a solid.

Sources & evidence

ORD record: ord-470cbd05041f4b0eb0888922cc341f19
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951954B2

Reaction notes

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