1-Hydroxybenzotriazole → HCID 67547818, compound

HRID 490589Notes

Reaction equation

HRID 490589 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH:9]1[C:21](O)=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.[N:46]1([C:52]2[CH:59]=[CH:58][CH:57]=[CH:56][C:53]=2[C:54]#[N:55])[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1>C(Cl)Cl.C(N(CC)CC)C>[C:17]([O:16][C:14](=[O:15])[NH:13][CH:11]1[CH2:10][CH:9]([C:21]([N:49]2[CH2:48][CH2:47][N:46]([C:52]3[CH:59]=[CH:58][CH:57]=[CH:56][C:53]=3[C:54]#[N:55])[CH2:51][CH2:50]2)=[O:22])[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:12]1)([CH3:18])([CH3:20])[CH3:19]

Participants

7

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2735875N-(2-Cyanophenyl)piperazineHCID 67548074HCID 67548074, compound

Product 1

HCID 67547818HCID 67547818, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

The mixture of 1-benzyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carboxylic acid, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimidehydrochloride, N-hydroxybenzotriazole, 2-piperazin-1-yl-benzonitrile and triethylamine in DCM is stirred overnight. The crude product is purified to afford {1-benzyl-5-[4-(2-cyano-phenyl)-piperazine-1-carbonyl]-pyrrolidine-3-yl}carbamic acid tert-butyl ester (41).

Workup

  1. customThe crude product is purified

Sources & evidence

ORD record
ord-431b551b13c245a98cec3f0927976d33
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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