5-Indolylboronic acid → HCID 59593093, compound

HRID 2098749Notes

Reaction equation

HRID 2098749 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[NH:17]1[C:25]2[C:20](=[CH:21][C:22](B(O)O)=[CH:23][CH:24]=2)[CH:19]=[CH:18]1>>[NH:17]1[C:25]2[C:20](=[CH:21][C:22]([C:2]3[N:3]=[C:4]([N:11]4[CH2:16][CH2:15][O:14][CH2:13][CH2:12]4)[C:5]4[S:10][CH:9]=[CH:8][C:6]=4[N:7]=3)=[CH:23][CH:24]=2)[CH:19]=[CH:18]1

Participants

3

Reactant 2

HCID 27343615-Indolylboronic acidHCID 202849712-Chloro-4-(morpholin-4-yl)thieno(3,2-d)pyrimidine

Product 1

HCID 59593093HCID 59593093, compound

Procedure

2-Chloro-4-moropholinothieno[3.2-d]pyrimidine 4 was reacted with 5-indole boronic acid in General Procedure A on a 23.5 mmol scale to give 25.7 mg. of 271 after RP-HPLC purification. MS (Q1) 337.1 (M)+.

Workup

  1. customto give 25.7 mg
  2. customof 271 after RP-HPLC purification

Sources & evidence

ORD record
ord-b5f09cc91192499b86a75cae2707b245
Source dataset
uspto-grants-2013_05
Patent number
US08450315B2

Reaction notes

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