Ammonia → HCID 10267080, compound

HRID 2252231Notes

Reaction equation

HRID 2252231 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]([CH2:28][C:24]3[C:25]([C:21]4[CH:22]=[CH:23][C:24]([C:25]([NH2:27])=[O:26])=[CH:28][CH:29]=4)=[N:27][NH:31][C:23]=32)=[CH:6][CH:5]=1

Participants

4

Reactant 3

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

Product 1

HCID 10267080HCID 10267080, compound

Procedure

The desired product was prepared by replacing Example 1C and 4-carboxybenzene boronic acid with Example 44C and 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide in Example 1D. MS (DCI/NH3) m/z: 306.0 (M+H)+; 1H NMR (500 MHz, DMSO-d6) δ 3.88 (s, 2H), 4.59 (s, 2H), 5.22 (s, 1H), 7.25 (d, J=7.80 Hz, 1H), 7.32-7.45 (m, 1H), 7.52 (d, J=7.80 Hz, 1H), 7.65 (s, 1H), 7.88 (s, 2H), 7.99 (d, J=7.80 Hz, 2H), 13.29 (s, 1H).

Sources & evidence

ORD record
ord-9991cae568ac4c7fbaa2c697b121a819
Source dataset
uspto-grants-2008_01
Patent number
US07320986B2

Reaction notes

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