Cyclobutylamine → HCID 21879614, compound

HRID 724204Notes

Reaction equation

HRID 724204 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=O)[CH:6]=[CH:5]2.Cl.C(N=C=NCCCN(C)C)C.O.O[N:29]1[C:33]2[CH:34]=[CH:35][CH:36]=CC=2N=N1.C(N(C(C)C)C(C)C)C.C1(N)CCC1>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([NH:29][CH:33]1[CH2:34][CH2:35][CH2:36]1)=[O:14])[CH:6]=[CH:5]2

Participants

7

Reactant 5

HCID 75645CyclobutylamineHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 45498526-Bromo-2-naphthalenecarboxylic acid

Product 1

HCID 21879614HCID 21879614, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By reactions similar to those in Reference Example 2, using 6-bromo-2-naphthoic acid (1.01 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.92 g), 1-hydroxy-1H-benzotriazole monohydrate (0.735 g; HOBt), dimethylformamide (16 ml), N-ethyldiisopropylamine (0.62 g) and cyclobutylamine (0.45 g), the title compound (0.89 g) was obtained as colorless needle crystals.

Sources & evidence

ORD record
ord-c60f60ff1cfb40119bce77b0e3e89e01
Source dataset
uspto-grants-2006_11
Patent number
US07141598B2

Reaction notes

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