HCID 53409023, compound → HCID 76070792, compound

HRID 1499295Notes

Reaction equation

[NH2:1][C:2](=[O:37])[C:3]([NH:6][C:7](=[O:36])[CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]2[CH:23]=[C:22]([C@H:24]3[C@H:29]([OH:30])[C@@H:28]([OH:31])[C@H:27]([OH:32])[C@@H:26]([S:33][CH3:34])[O:25]3)[CH:21]=[CH:20][C:19]=2[CH3:35])=[CH:13][CH:12]=1)([CH3:5])[CH3:4].Cl.N[C:40](C)(C)[C:41]([N:43]1[CH2:48]CN(C)[CH2:45][CH2:44]1)=O>>[CH3:4][C:3]([NH:6][C:7](=[O:36])[CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][C:18]2[CH:23]=[C:22]([C@H:24]3[C@H:29]([OH:30])[C@@H:28]([OH:31])[C@H:27]([OH:32])[C@@H:26]([S:33][CH3:34])[O:25]3)[CH:21]=[CH:20][C:19]=2[CH3:35])=[CH:15][CH:16]=1)([CH3:5])[C:2]([N:1]1[CH2:45][CH2:44][N:43]([CH3:48])[CH2:41][CH2:40]1)=[O:37]

Participants

Reactant 2

HCID 53409023HCID 53409023, compound

HCID 76070791HCID 76070791, compound

Product 1

HCID 76070792HCID 76070792, compound

Procedure

The same procedure was employed as for amide 11, using 2-amino-2-methyl-1-(4-methylpiperazin-1-yl)propan-1-one hydrochloride, to provide the product 12 as the bisformate salt. 1H NMR (400 MHz, MeOH-d4) δ ppm 8.40 (s, 2 H), 7.11-7.21 (m, 3 H), 7.02-7.11 (m, 4 H), 4.39 (d, J=9.6 Hz, 1 H), 4.13 (d, J=9.1 Hz, 1 H), 3.96 (s, 2 H), 3.74 (br. s., 4 H), 3.34-3.52 (m, 3 H), 2.67 (t, J=4.6 Hz, 4 H), 2.60 (t, J=7.6 Hz, 2 H), 2.47 (s, 3 H), 2.19 (t, J=7.6 Hz, 2 H), 2.21 (s, 3 H), 2.14 (s, 3 H), 1.88 (quin, J=7.5 Hz, 2 H), 1.44 (s, 6 H). MS (ES+) [M+H]+=614.

Sources & evidence

ORD record: ord-9f7b6eb38d9e48f2ae21e96607ff6f58
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09200025B2

Reaction notes

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