Triethylamine → HCID 24780773, compound

HRID 2403541Notes

Reaction equation

HRID 2403541 reaction equation
[C:1]([CH2:3][C:4]([OH:6])=O)#[N:2].ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.C(N(CC)CC)C.Cl.Cl.[F:38][C:39]([F:62])([F:61])[C:40]1[CH:41]=[C:42]([N:46]2[CH2:51][CH2:50][N:49]([CH2:52][CH2:53][C@@H:54]3[CH2:59][CH2:58][C@H:57]([NH2:60])[CH2:56][CH2:55]3)[CH2:48][CH2:47]2)[CH:43]=[CH:44][CH:45]=1>ClCCl>[C:1]([CH2:3][C:4]([NH:60][CH:57]1[CH2:58][CH2:59][CH:54]([CH2:53][CH2:52][N:49]2[CH2:48][CH2:47][N:46]([C:42]3[CH:43]=[CH:44][CH:45]=[C:40]([C:39]([F:62])([F:61])[F:38])[CH:41]=3)[CH2:51][CH2:50]2)[CH2:55][CH2:56]1)=[O:6])#[N:2]

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 9740Cyanoacetic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178478718HCID 178478718, compound

Product 1

HCID 24780773HCID 24780773, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 43 mg (0.5 mmol) of cyanoacetic acid in 5 mL of dichloromethane stabilized on amylene are successively added 68 mg (0.5 mmol) of 1-hydroxybenzotriazole, 96 mg (0.5 mmol) of 3-ethyl-1-(3-dimethylaminopropyl)-carbodiimide hydrochloride and 0.21 mL (1.5 mmol) of triethylamine. The mixture is stirred for 15 minutes then 214 mg (0.5 mmol) of the 80%/20% trans/cis 4-{2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethyl}cyclohexylamine dihydrochloride is added. The mixture is stirred overnight at room temperature.

Workup

  1. stirringThe mixture is stirred overnight at room temperature

Sources & evidence

ORD record
ord-10aaa3ddda5243f38ffe1a70cb96da76
Source dataset
uspto-grants-2014_08
Patent number
US08802678B2

Reaction notes

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