Potassium Hydroxide → HCID 5276082, compound

HRID 1788503Notes

Reaction equation

HRID 1788503 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5](O)=[C:6]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:18]4[N:22]([CH:23]5[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]5)[C:21]5[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:34])=[CH:32][C:20]=5[N:19]=4)[CH:14]=3)[N:9]=2)[CH:7]=1.[Cl:37][C:38]1[CH:39]=[C:40]2[C:48](=[CH:49][CH:50]=1)[N:47](C)[C:46]1C=CC(C(=O)C)=CC2=1.[OH-].[K+]>C(O)C>[Cl:37][C:38]1[CH:50]=[C:49]2[C:48](=[CH:40][CH:39]=1)[N:47]([CH3:46])[C:3]1[CH:4]=[CH:5][C:6]([C:8]3[CH:17]=[CH:16][C:15]4[C:10](=[CH:11][CH:12]=[C:13]([C:18]5[N:22]([CH:23]6[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]6)[C:21]6[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:34])=[CH:32][C:20]=6[N:19]=5)[CH:14]=4)[N:9]=3)=[CH:7][C:2]2=1

Participants

5

Procedure

Following the procedure and workup for Compound 354, Compound 354e (100 mg, 0.256 mmol) was reacted with 1-(6-chloro-9-methyl-9H-carbazol-3-yl)-ethanone (0.256 mmol) in ethanol (2 mL) using 10% w/v KOH in ethanol (506 μL, 0.64 mmol) to produce the title compound (18 mg, 12% yield). MS: 585.21 (M+H+); HPLC Procedure A, retention time=16.25 min.

Sources & evidence

ORD record
ord-2755454004b444ccb71769aff67be485
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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