M-Phenylenediamine → HCID 178523268, compound

HRID 1827501Notes

Reaction equation

HRID 1827501 reaction equation
[CH:1]1([C:4]#[C:5][CH2:6][NH:7][C:8](=[O:40])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][C:16]2[CH:24]=[C:23]3[C:19]([C:20]([CH:33]=[N:34][N:35]4[CH:39]=[CH:38][CH:37]=[CH:36]4)=[N:21][N:22]3COCC[Si](C)(C)C)=[CH:18][CH:17]=2)[CH2:3][CH2:2]1.C1(N)C=CC=C(N)C=1>O>[CH:1]1([C:4]#[C:5][CH2:6][NH:7][C:8](=[O:40])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][C:16]2[CH:24]=[C:23]3[C:19]([C:20]([CH:33]=[N:34][N:35]4[CH:39]=[CH:38][CH:37]=[CH:36]4)=[N:21][NH:22]3)=[CH:18][CH:17]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 7935M-PhenylenediamineHCID 69352595HCID 69352595, compound

Product 1

HCID 178523268HCID 178523268, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared in a similar manner to that described for Example 11 in U.S. Pat. No. 6,534,524, issued Mar. 18, 2003, herein incorporated by reference in its entirety for all purposes, except that N-(3-Cyclopropyl-prop-2-ynyl)-2-[3-(pyrrol-1-yliminomethyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-6-ylamino]-benzamide was used instead of N-methyl-N-{3-styryl-1-[2-trimethyl-silanyl)-ethoxymethyl]-1H-indazol-6-yl}-benzene-1,3-diamine. 1H NMR (DMSO-d6) δ 13.29 (1H, s), 9.83 (1H, s 8.98 (1H, s), 8.95 (1H, t, J=5.5 Hz), 8.19 (1H, d, J=8.9 Hz), 7.68 (1H, d, J=7.5 Hz), 7.52 (2H, t, J=2.3 Hz), 7.43 (2H, m), 7.29 (1H, s), 7.07 (1H, dd, J=1.9, 8.7 Hz), 6.91 (1H, t, J=7.4 Hz), 6.21 (2H, t, J=2.3 Hz), 4.01 (2H, dd, J=1.7, 5.5 Hz), 1.27 (1H, m), 0.73 (2H, m), 0.55 (2H, m). Anal. Calcd for C25H22N6O. 0.05Hexanes. 0.30 H2O: C, 70.31; H, 5.43; N, 19.45. Found: C, 70.63; H, 5.38; N, 19.18.

Workup

  1. customPrepared in a similar manner to that

Sources & evidence

ORD record
ord-326298def8704f87aa5840da26d9d8eb
Source dataset
uspto-grants-2006_05
Patent number
US07053107B2

Reaction notes

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