2-Methyl-1,3-benzoxazol-5-amine → HCID 66610744, compound

HRID 1621616Notes

Reaction equation

HRID 1621616 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:5]=2[N:6]=1.F[C:13]1[C:18]([C:19]2[N:24]=[C:23]([CH3:25])[N:22]=[C:21]([N:26]([CH2:36][C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=3)[CH2:27][C:28]3[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=3)[N:20]=2)=[CH:17][CH:16]=[CH:15][N:14]=1>>[CH3:44][O:43][C:40]1[CH:39]=[CH:38][C:37]([CH2:36][N:26]([CH2:27][C:28]2[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=2)[C:21]2[N:22]=[C:23]([CH3:25])[N:24]=[C:19]([C:18]3[C:13]([NH:11][C:8]4[CH:9]=[CH:10][C:4]5[O:3][C:2]([CH3:1])=[N:6][C:5]=5[CH:7]=4)=[N:14][CH:15]=[CH:16][CH:17]=3)[N:20]=2)=[CH:42][CH:41]=1

Participants

3

Reactant 2

HCID 7379202-Methyl-1,3-benzoxazol-5-amineHCID 595482404-(2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 66610744HCID 66610744, compound

Procedure

The title compound was prepared in an analogous manner to that described in Example 164 using 2-methylbenzo[d]oxazol-5-amine (Bionet Research Intermediates) and 4-(2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine, and isolated as a brown oil (100%). 1H NMR (400 MHz, CDCl3) δ 11.94 (s, 1H); 8.31 (br. s., 1H); 8.04 (br. s., 1H); 7.31-7.42 (m, 1H); 7.27-7.30 (m, 2H); 7.14-7.24 (m, 3H); 6.79-6.96 (m, 5H); 4.84 (br. s., 4H); 3.80 (d, J=9.6 Hz, 6H); 2.62 (br. s., 3H); 2.59 (br. s., 4H). m/z (ESI, +ve ion) 574.0 (M+H)+.

Sources & evidence

ORD record
ord-12c40c1e33aa4f35a33c1aaf0f078e6c
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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