M-Phenylenediamine → HCID 178523343, compound

HRID 1827503Notes

Reaction equation

HRID 1827503 reaction equation
C([Si](C)(C)[O:6][CH2:7][C:8]#[C:9][CH2:10][NH:11][C:12](=[O:44])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19][C:20]1[CH:28]=[C:27]2[C:23]([C:24]([CH:37]=[N:38][N:39]3[CH:43]=[CH:42][CH:41]=[CH:40]3)=[N:25][N:26]2COCC[Si](C)(C)C)=[CH:22][CH:21]=1)(C)(C)C.C1(N)C=CC=C(N)C=1>O>[OH:6][CH2:7][C:8]#[C:9][CH2:10][NH:11][C:12](=[O:44])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19][C:20]1[CH:28]=[C:27]2[C:23]([C:24]([CH:37]=[N:38][N:39]3[CH:40]=[CH:41][CH:42]=[CH:43]3)=[N:25][NH:26]2)=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 7935M-PhenylenediamineHCID 69353748N-[4-(tert-Butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-[3-(pyrrol-1-yliminomethyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-6-ylamino]-benzamide

Product 1

HCID 178523343HCID 178523343, 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-[4-(tert-Butyl-dimethyl-silanyloxy)-but-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 13.30 (1H, s), 9.87 (1H, .s 9.04 (1H, t, J=5.3 Hz), 8.99 (1H, s), 8.19 (1H, d, J=8.5 Hz), 7.70 (1H, d, J=7.3 Hz), 7.46 (4H, m), 7.31 (1H, s), 7.08 (1H, dd, J=1.7, 8.7 Hz), 6.91 (1H, t, J=7.3 Hz), 6.21 (2H, t, J=2.1 Hz), 5.14 (1H, t, J=5.8 Hz), 4.10 (2H, d, J=5.5 Hz), 4.06 (2H, d, J=5.8 Hz). Anal. Calcd for C23H20N6O2. 0.35Hexanes. 0.20 H2O: C, 67.45; H, 5.86; N, 18.81. Found: C, 67.70; H, 5.73; N, 18.56.

Workup

  1. customPrepared in a similar manner to that

Sources & evidence

ORD record
ord-4b6451d1b4784bd68d0877eb5995ba02
Source dataset
uspto-grants-2006_05
Patent number
US07053107B2

Reaction notes

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