Diisopropylethylamine → HCID 73775263, compound

HRID 1052702Notes

Reaction equation

HRID 1052702 reaction equation
[NH2:1][C@H:2]([C:4]1[N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8](=[O:16])[C:7]2=[C:17]([CH3:20])[CH:18]=[CH:19][N:6]2[N:5]=1)[CH3:3].Cl[C:22]1[C:23]2[CH:30]=[CH:29][S:28][C:24]=2[N:25]=[CH:26][N:27]=1.C(N(CC)C(C)C)(C)C>C(O)CCC>[CH3:20][C:17]1[CH:18]=[CH:19][N:6]2[C:7]=1[C:8](=[O:16])[N:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]([C@@H:2]([NH:1][C:22]1[C:23]3[CH:30]=[CH:29][S:28][C:24]=3[N:25]=[CH:26][N:27]=1)[CH3:3])=[N:5]2

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 7366184-Chlorothieno[2,3-d]pyrimidineHCID 90102580(S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Product 1

HCID 73775263HCID 73775263, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

(S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (50 mg, 0.16 mmol) was treated with 4-chlorothieno[2,3-d]pyrimidine (31 mg, 0.18 mmol) and N,N-diisopropylethylamine (171 μl, 0.98 mmol) in 1-butanol according to the method described in Example 17. The crude was purified using SP1® Purification (0% to 60%, hexane-ethyl acetate) to give 37 mg (56% yield) of the title compound as a solid. Purity 99%.

Workup

  1. customThe crude was purified
  2. custom® Purification (0% to 60%, hexane-ethyl acetate)

Sources & evidence

ORD record
ord-15fe7a56df664931b3657e5fbdaa6dd1
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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