Ethanolamine → HCID 66689476, compound

HRID 337123Notes

Reaction equation

HRID 337123 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[C:10]([F:11])=[CH:9][CH:8]=[CH:7][C:6]=1[C:12]1([NH:15][C:16]2[C:17](=[O:35])[N:18]([C:22]3[CH:23]=[C:24]([CH:31]=[CH:32][C:33]=3[CH3:34])[C:25]([NH:27][CH:28]3[CH2:30][CH2:29]3)=[O:26])[CH:19]=[CH:20][N:21]=2)[CH2:14][CH2:13]1.[NH2:36][CH2:37][CH2:38][OH:39].O1CCOC[CH2:41]1>>[CH:28]1([NH:27][C:25](=[O:26])[C:24]2[CH:31]=[CH:32][C:33]([CH3:34])=[C:22]([N:18]3[CH:19]=[CH:20][N:21]=[C:16]([NH:15][C:12]4([C:6]5[CH:7]=[CH:8][CH:9]=[C:10]([F:11])[C:5]=5[O:4][CH2:3][CH2:2][NH:36][CH2:37][C@H:38]([OH:39])[CH3:41])[CH2:14][CH2:13]4)[C:17]3=[O:35])[CH:23]=2)[CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 700EthanolamineHCID 312751,4-DioxaneHCID 66688989HCID 66688989, compound

Product 1

HCID 66689476HCID 66689476, compound

Procedure

3-[3-({1-[2-(2-chloroethoxy)-3-fluorophenyl]cyclopropyl}amino)-2-oxopyrazin-1(2H)-yl]-N-cyclopropyl-4-methylbenzamide (Example 283f) (0.3 g) and 2-aminoethanol (0.147 g) were stirred together at 100° C. in dioxane (8 mL) in a sealed tube for 24 h. Purification by preparative HPLC (Xterra column 0.2% ammonia/MeCN eluent) give the title compound (0.094 g).

Workup

  1. customPurification by preparative HPLC (Xterra column 0.2% ammonia/MeCN eluent)

Sources & evidence

ORD record
ord-a3d34be67bbd4b56a21a92e8e65554a2
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Reaction notes

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