Ammonia → HCID 9995256, compound

HRID 2252227Notes

Reaction equation

HRID 2252227 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7](B(O)O)=[CH:6][CH:5]=1)([OH:3])=O.CC1(C)C(C)(C)OB([C:21]2[CH:29]=[CH:28][C:24]([C:25]([NH2:27])=[O:26])=[CH:23][CH:22]=2)O1.[NH3:31]>>[OH:3][CH2:1][C:4]1[CH:9]=[C:8]2[C:7](=[CH:6][CH:5]=1)[C:23]1[NH:31][N:27]=[C:25]([C:21]3[CH:22]=[CH:23][C:24]([C:25]([NH2:27])=[O:26])=[CH:28][CH:29]=3)[C:24]=1[CH2:28]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 3121834-Carboxyphenylboronic AcidHCID 27605884-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Product 1

HCID 9995256HCID 9995256, compound

Procedure

The desired product was prepared by replacing Example 1C and 4-carboxybenzene boronic acid with Example 19A and 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide in Example 1D. MS (DCI/NH3) m/z: 306.1 (M+H)+; 1H NMR (500 MHz, DMSO-d6) δ 3.90 (s, 2H), 4.57 (s, 2H), 7.32 (d, J=7.49 Hz, 1H), 7.54 (s, 1H), 7.61 (d, J=7.80 Hz, 1H), 7.89 (d, J=8.42 Hz, 2H), 8.00 (d, J=8.42 Hz, 2H).

Sources & evidence

ORD record
ord-d12aacc7bf9f45d68c9ed8ee639b032b
Source dataset
uspto-grants-2008_01
Patent number
US07320986B2

Reaction notes

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