Ammonium Chloride → HCID 67606503, compound

HRID 2063587Notes

Reaction equation

HRID 2063587 reaction equation
CN1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[N:16]=[CH:17][C:18]4[C:39](=[O:40])[N:22]5[N:23]([C:33]6[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=6)[C:24]6[CH:25]=[C:26](C(O)=O)[CH:27]=[CH:28][C:29]=6[C:21]5=[N:20][C:19]=4[N:41]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[Cl-].[NH4+:43].Cl.[CH3:45][N:46](C)CCCN=C=NCC.[OH2:56].ON1C2C=CC=C[C:61]=2N=N1>C(N(CC)CC)C.CN(C)C=O>[CH3:61][N:43]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[N:16]=[CH:17][C:18]4[C:39](=[O:40])[N:22]5[N:23]([C:33]6[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=6)[C:24]6[CH:25]=[C:26]([C:45]([NH2:46])=[O:56])[CH:27]=[CH:28][C:29]=6[C:21]5=[N:20][C:19]=4[N:41]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

7

Reactant 4

HCID 25517Ammonium ChlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 66623552HCID 66623552, compound

Product 1

HCID 67606503HCID 67606503, compoundYield 50.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

An N,N-dimethylformamide (3 mL) solution of the compound (30 mg) obtained in Example 171, ammonium chloride (10 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (20 mg), 1-hydroxybenzotriazole monohydrate (10 mg) and triethylamine (0.1 mL) was stirred for 16 hours. The reaction liquid was concentrated under reduced pressure, the precipitated solid was collected through filtration, washed with distilled water and ethyl acetate in that order, and dried to give the title compound as a yellow solid (15 mg).

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. filtrationthe precipitated solid was collected through filtration
  4. washwashed with distilled water and ethyl acetate in that order
  5. customdried

Sources & evidence

ORD record
ord-24e3b9e5e4fd4467a2c99dd134c5843f
Source dataset
uspto-grants-2012_10
Patent number
US08288396B2

Reaction notes

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