(4-Methylpiperazin-1-yl)acetic acid → N-[2-(3-Cyclopropyl-phenylamino)-4H-benzo[d][1,3]oxazin-6-yl]-2-(4-methyl-piperazin-1-yl)-acetamide

HRID 1695677Notes

Reaction equation

HRID 1695677 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([CH2:29][C:30](O)=[O:31])[CH2:25][CH2:24]1>>[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH:21][C:30](=[O:31])[CH2:29][N:26]5[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]5)[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2762732(4-Methylpiperazin-1-yl)acetic acidHCID 59231769N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine

Product 1

HCID 59231905N-[2-(3-Cyclopropyl-phenylamino)-4H-benzo[d][1,3]oxazin-6-yl]-2-(4-methyl-piperazin-1-yl)-acetamideYield 25.1%

Procedure

Prepared from N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (160 mg, 0.57 mmol) and and 4-methylpiperazin-1-acetic acid (109 mg, 0.69 mmol) according to the procedure described for example 93. Obtained the title compound as an off-white solid (60 mg, 25%), MS (ISP) m/e=420.3 [(M+H)+].

Sources & evidence

ORD record
ord-4442b6ca1a5d4e6eac3cf95dff5ad125
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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