Phenylboronic Acid → HCID 21479357, compound

HRID 2292701Notes

Reaction equation

[C:1]1(B(O)O)C=CC=CC=1.C([O:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[N:23]([CH2:27][C:28]1[CH:33]=[C:32]3[O:34][CH2:35][O:36][C:31]3=[CH:30][C:29]=1[Cl:37])[C:22]([C:38]([O:40][CH2:41][CH3:42])=[O:39])=[C:21]2[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)C1C=CC=CC=1>>[Cl:37][C:29]1[CH:30]=[C:31]2[O:36][CH2:35][O:34][C:32]2=[CH:33][C:28]=1[CH2:27][N:23]1[C:24]2[C:20](=[CH:19][C:18]([OH:17])=[CH:26][CH:25]=2)[C:21]([C:43]2[CH:44]=[CH:45][C:46]([CH3:1])=[CH:47][CH:48]=2)=[C:22]1[C:38]([O:40][CH2:41][CH3:42])=[O:39]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 21479360HCID 21479360, compound

Product 1

HCID 21479357HCID 21479357, compound

Procedure

Following the procedure of Example 1(a)-1(c) except substituting 4-methylphenylboronic acid for phenylboronic acid in step (b), and the procedure of Example 9(a), except substituting ethyl 5-benzyloxy-1-(2-chloro-4,5-methylenedioxybenzyl)-3-(4-methylphenyl)indole-2-carboxylate for ethyl 5-benzyloxy-1-(2-chloro-4,5-methylenedioxybenzyl)-3-phenylindole-2-carboxylate, the title compound was prepared as a white solid (0.304 g, 81%). 1HNMR (400 MHz, CDCl3) δ 7.37 (m, 2H), 7.24 (s, 1H), 7.15 (d, 1H), 6.97 (m, 3H), 6.00 (s, 1H), 5.89 (s, 2H), 5.71 (s, 2H), 4.56 (s, 1H), 4.13 (q, 2H), 2.43 (s, 3H), 1.03 (t, 3H).

Sources & evidence

ORD record: ord-3911ab82eac4462e99f546bfc10a94a8
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05684032

Reaction notes

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