Ethanolamine → HCID 59655886, compound

HRID 2054374Notes

Reaction equation

HRID 2054374 reaction equation
Cl[C:2]1[C:3]2[N:4]=[CH:5][N:6]([CH3:24])[C:7]=2[N:8]2[N:13]=[C:12]([O:14][CH2:15][CH2:16][O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:11]=[C:9]2[N:10]=1.[NH2:25][CH2:26][CH2:27][OH:28]>>[CH3:24][N:6]1[CH:5]=[N:4][C:3]2[C:2]([NH:25][CH2:26][CH2:27][OH:28])=[N:10][C:9]3=[CH:11][C:12]([O:14][CH2:15][CH2:16][O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[N:13][N:8]3[C:7]1=2

Participants

3

Reactant 2

HCID 700EthanolamineHCID 59655889HCID 59655889, compound

Product 1

HCID 59655886HCID 59655886, compoundYield 62%

Procedure

A solution of Example 84 Part D (22.6 mg, 0.066 mmol) in 2-aminoethanol (5 mL) was heated at 100° C. for 24 h. 2-aminoethanol was then removed under vacuum, and the residue was purified by prep-HPLC, furnishing the title compound (15 mg, 62% yield). ESI m/z=369.24 [(M+H)+; calcd for C18H20N6O3+H: 369.17].

Workup

  1. custom2-aminoethanol was then removed under vacuum
  2. customthe residue was purified by prep-HPLC,

Sources & evidence

ORD record
ord-255411aee26d49708eefc592200e8d5a
Source dataset
uspto-grants-2008_02
Patent number
US07329668B2

Reaction notes

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