1-Butanol → HCID 136282915, compound

HRID 388111Notes

Reaction equation

HRID 388111 reaction equation
[NH2:1][C:2]1[C:3]([NH:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])=[N:4][C:5](Br)=[CH:6][N:7]=1.BrC1C(N)=N[CH:23]=[C:24](Br)N=1.NCCCN1[CH2:36][CH2:35][CH2:34][C:33]1=[O:37].[CH2:38]([OH:42])CCC>>[OH:37][C:33]1[CH:34]=[CH:35][C:36]([C:5]2[N:4]=[C:3]3[N:9]([CH2:10][CH2:11][CH2:12][N:13]4[CH2:17][CH2:16][CH2:15][C:14]4=[O:18])[C:38](=[O:42])[NH:1][C:2]3=[N:7][CH:6]=2)=[CH:24][CH:23]=1

Participants

5

Reactant 4

HCID 2631-ButanolHCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 6200042-Amino-3,5-dibromopyrazineHCID 86626398HCID 86626398, compound

Product 1

HCID 136282915HCID 136282915, compoundYield 80%

Procedure

1-(3-(3-Amino-6-bromopyrazin-2-ylamino)propyl)pyrrolidin-2-one. 3,5-Dibromo-pyrazin-2-amine (253 mg, 1 mmol), 1-(3-aminopropyl)pyrrolidin-2-one (426 mg, 1 mmol), and n-butanol (2 mL) were stirred at 100° C. under nitrogen for 3 d. The reaction was purified on silica gel column (0-100% ethyl acetate in hexanes) to give the title compound (250 mg, 80% yield) as a white solid. MS (ESI) m/z 315.9 [M+1]+.

Workup

  1. customThe reaction was purified on silica gel column (0-100% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-d90e48c3c1fd4bf7af9afd8bfce43667
Source dataset
uspto-grants-2013_02
Patent number
US08372976B2

Reaction notes

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