1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzotriazole → HCID 86700391, compound

HRID 879566Notes

Reaction equation

HRID 879566 reaction equation
[C:1]([O:5][C@@H:6]([C:12]1[C:30]([CH3:31])=[CH:29][C:15]2[N:16]=[C:17](C3C=CC4N(C)N=NC=4C=3)[S:18][C:14]=2[C:13]=1[C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:4])([CH3:3])[CH3:2].[CH3:39][N:40]1[C:44]2[CH:45]=[C:46](B3OC(C)(C)C(C)(C)O3)[CH:47]=[CH:48][C:43]=2[N:42]=[N:41]1>>[C:1]([O:5][C@@H:6]([C:12]1[C:30]([CH3:31])=[CH:29][C:15]2[N:16]=[C:17]([C:46]3[CH:47]=[CH:48][C:43]4[N:42]=[N:41][N:40]([CH3:39])[C:44]=4[CH:45]=3)[S:18][C:14]=2[C:13]=1[C:32]1[CH:33]=[CH:34][C:35]([Cl:38])=[CH:36][CH:37]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 2

HCID 717574721-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzotriazoleHCID 86700215HCID 86700215, compound

Product 1

HCID 86700391HCID 86700391, compound

Procedure

Prepared in a manner similar to (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-benzo[d][1,2,3]triazol-5-yl)benzo[d]thiazol-6-yl)acetate, but using 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole instead of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole. 1H NMR (400 MHz, CDCl3) δ 8.46 (s, 1H), 8.11 (d, J=8.7 Hz, 1H), 7.96 (d, J=7.6 Hz, 2H), 7.60-7.45 (m, 4H), 5.18 (s, 1H), 4.39 (s, 3H), 4.28-4.17 (m, 2H), 2.63 (s, 3H), 1.26 (t, J=8 Hz, 3H), 0.99 (s, 9H).

Sources & evidence

ORD record
ord-edc307ed51a44181aaa4a6aa343a82dc
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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