B-(4-Nonylphenyl)boronic acid → 8-Chloro-11-(4-nonylphenyl)-5H-dibenzo[b,e][1,4]diazepine

HRID 1437037Notes

Reaction equation

HRID 1437037 reaction equation
[CH2:1]([C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[Cl:19][C:20]1[CH:21]=[CH:22][C:23]2[N:29](Cl)[C:28]3[CH:31]=[CH:32][CH:33]=[CH:34][C:27]=3[CH:26]=[N:25][C:24]=2[CH:35]=1>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]2[NH:29][C:28]3[CH:31]=[CH:32][CH:33]=[CH:34][C:27]=3[C:26]([C:13]3[CH:12]=[CH:11][C:10]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])=[CH:15][CH:14]=3)=[N:25][C:24]=2[CH:35]=1

Participants

3

Reactant 2

HCID 4589192B-(4-Nonylphenyl)boronic acidHCID 574854318,5-Dichloro-5H-dibenzo[b,e][1,4]diazepine

Product 1

HCID 1360560148-Chloro-11-(4-nonylphenyl)-5H-dibenzo[b,e][1,4]diazepineYield 58%

Procedure

4-Nonylphenylboronic acid (30 mg, 0.12 mmol) and 8,5-dichloro-5H-dibenzo[b,e][1,4]diazepine (160FE64) (26 mg, 0.1 mmol) were reacted according GP11 to give 25 mg of the title compound (160FE63). MS (ESI) 431 (MH+). Purity for MH+ (UV/MS) 85/85.

Sources & evidence

ORD record
ord-5ec465b440424d4dab919cbffd7f2088
Source dataset
uspto-grants-2009_11
Patent number
US07622461B2

Reaction notes

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