Triethylamine → HCID 69659652, compound

HRID 722744Notes

Reaction equation

HRID 722744 reaction equation
[C:1]1([S:7]([N:10]2[CH2:35][CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18][CH:19]([NH:22][C:23]([C:25]4[C:34]5[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=5)[CH:28]=[CH:27][N:26]=4)=[O:24])[C:20](=[O:21])[N:13]3[CH:12]([C:36](O)=[O:37])[CH2:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.[NH2:61][CH:62]([CH2:77][C:78]([O:80][C:81]([CH3:84])([CH3:83])[CH3:82])=[O:79])[C:63](=[O:76])[CH2:64][O:65][C:66](=[O:75])[C:67]1[C:72]([CH3:73])=[CH:71][CH:70]=[CH:69][C:68]=1[CH3:74].C(N(CC)CC)C>ClCCl>[C:1]1([S:7]([N:10]2[CH2:35][CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18][CH:19]([NH:22][C:23]([C:25]4[C:34]5[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=5)[CH:28]=[CH:27][N:26]=4)=[O:24])[C:20](=[O:21])[N:13]3[CH:12]([C:36]([NH:61][CH:62]([CH2:77][C:78]([O:80][C:81]([CH3:84])([CH3:83])[CH3:82])=[O:79])[C:63](=[O:76])[CH2:64][O:65][C:66](=[O:75])[C:67]3[C:72]([CH3:73])=[CH:71][CH:70]=[CH:69][C:68]=3[CH3:74])=[O:37])[CH2:11]2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 21882356HCID 21882356, compoundHCID 235714112,6-Dimethyl-benzoic acid 3-amino-4-tert-butoxycarbonyl-2-oxo-butyl ester

Product 1

HCID 69659652HCID 69659652, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-benzenesulfonyl-6-[(isoquinoline-1-carbonyl)-amino]-5-oxo-decahydro-2,4a-diaza-benzocyclooctene-4-carboxylic acid, 111, (124 mg, 0.23 mmol) in dichloromethane is added EDCl (191 mg, 1 mmol), HOBt (135 mg, 1 mmol), 2,6-dimethyl-benzoic acid 3-amino-4-tert-butoxycarbonyl-2-oxo-butyl ester (200 mg, 0.62 mmol), and triethylamine (0.15 mL, 1 mmol). After consumption of the starting material, the reaction is diluted with EtOAc and washed with water, 1N HCl, saturated NaHCO3, and brine. The organic layer is concentrated in vacuo and the crude residue obtained is used directly in the next step without purification.

Workup

  1. customAfter consumption of the starting material
  2. additionthe reaction is diluted with EtOAc
  3. washwashed with water, 1N HCl, saturated NaHCO3, and brine
  4. concentrationThe organic layer is concentrated in vacuo

Sources & evidence

ORD record
ord-44bc560f9f624ba8809bd0a49f80d73c
Source dataset
uspto-grants-2006_11
Patent number
US07138395B2

Reaction notes

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