4-Formylphenylboronic Acid → 4-(4-(1H-indol-5-ylamino)-thieno[3,2-d]pyrimidin-6-yl]-benzaldehyde

HRID 2297759Notes

Reaction equation

HRID 2297759 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1)=[O:2].Br[C:13]1[S:21][C:20]2[C:19]([NH:22][C:23]3[CH:24]=[C:25]4[C:29](=[CH:30][CH:31]=3)[NH:28][CH:27]=[CH:26]4)=[N:18][CH:17]=[N:16][C:15]=2[CH:14]=1>>[NH:28]1[C:29]2[C:25](=[CH:24][C:23]([NH:22][C:19]3[C:20]4[S:21][C:13]([C:6]5[CH:7]=[CH:8][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=5)=[CH:14][C:15]=4[N:16]=[CH:17][N:18]=3)=[CH:31][CH:30]=2)[CH:26]=[CH:27]1

Participants

3

Reactant 2

HCID 5910734-Formylphenylboronic AcidHCID 18383051(6-Bromo-thieno[3,2-d]pyrimidin-4-yl)-(1H-indol-5-yl)-amine

Product 1

HCID 183827594-(4-(1H-indol-5-ylamino)-thieno[3,2-d]pyrimidin-6-yl]-benzaldehyde

Procedure

The title compound was prepared from p-formylbenzeneboronic acid and (6-bromo-thieno[3,2-d]pyrimidin-4-yl)-(1H-indol-5-yl)-amine by a procedure analogous to example 2. 1H NMR (400 MHz, DMSO) d 11.2 (s, 1H), 9.95 (s, 1H), 8.85 (s, 1H), 7.90 (m, 6H), 7.75 (s, 1H), 7.46 (m, 3H), 7.20 (d, 1H), 6.49 (s, 1H), 2.28 (s, 3H), LC-MS: 371 (MH+); HPLC RT: 4.10 minutes.

Sources & evidence

ORD record
ord-0b62d3d7e263491189ae4748b2b575c5
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

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