1-(2-Hydroxyethyl)piperazine → HCID 178489490, compound

HRID 1695600Notes

Reaction equation

HRID 1695600 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:25]=[CH:24][C:9]2[N:10]=[C:11]([NH:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[O:22][CH3:23])[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[OH:26][CH2:27][CH2:28][N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>C(#N)C>[OH:26][CH2:27][CH2:28][N:29]1[CH2:34][CH2:33][N:32]([CH2:2][C:3]([NH:5][C:6]2[CH:25]=[CH:24][C:9]3[N:10]=[C:11]([NH:14][CH2:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[O:22][CH3:23])[O:12][CH2:13][C:8]=3[CH:7]=2)=[O:4])[CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 178489487HCID 178489487, compound

Product 1

HCID 178489490HCID 178489490, compoundYield 244.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared from 2-chloro-N-[2-(2-methoxy-benzylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 26 step A) (50 mg, 0.129 mmol, HPLC 0.889 min 81%) and 1-(2-hydroxyethyl)piperazine (1 ml, 8 mmol) in acetonitrile (3 ml) according to the procedure described for Example 3 step B. Obtained the title compound as a white foam (143 mg, 79%, HPLC 0.379 min), MS (ISP) m/e=454.3 [(M+H)+].

Sources & evidence

ORD record
ord-6d4abd982fbe46aba0043058d4eacb73
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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