Diisopropylethylamine → HCID 178477828, compound

HRID 475278Notes

Reaction equation

HRID 475278 reaction equation
[Cl:1][C:2]1[C:3]([CH2:11][NH2:12])=[CH:4][C:5]2[N:9]=[CH:8][NH:7][C:6]=2[CH:10]=1.Cl[C:14]1[N:19]=[C:18]([NH:20][C:21]2[NH:25][N:24]=[C:23]([CH:26]3[CH2:28][CH2:27]3)[CH:22]=2)[CH:17]=[CH:16][N:15]=1.CCN(C(C)C)C(C)C>CC(O)C>[Cl:1][C:2]1[C:3]([CH2:11][NH:12][C:14]2[N:19]=[C:18]([NH:20][C:21]3[CH:22]=[C:23]([CH:26]4[CH2:28][CH2:27]4)[NH:24][N:25]=3)[CH:17]=[CH:16][N:15]=2)=[CH:4][C:5]2[N:9]=[CH:8][NH:7][C:6]=2[CH:10]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 178478345HCID 178478345, compoundHCID 178509425HCID 178509425, compound

Product 1

HCID 178477828HCID 178477828, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
120 °C

Procedure

A tube was charged with 252 (110 mg, 0.608 mmol), 53 (143 mg, 0.608 mmol), and DIPEA (235 mg, 1.823 mmol) in IPA (3 mL), sealed and heated 120° C. for 18 h with stirring. The reaction was cooled to RT and concentrated in vacuo. The crude product was purified by preparative HPLC to afford 72 mg (31.3%) of I-94 as white solid.

Workup

  1. customsealed
  2. temperatureThe reaction was cooled to RT
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by preparative HPLC
  5. customto afford 72 mg (31.3%) of I-94 as white solid

Sources & evidence

ORD record
ord-e9e11bc9f09248d48e7b48dff1f33d99
Source dataset
uspto-grants-2014_01
Patent number
US08637537B2

Reaction notes

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