4-Bromothiophene-2-carbonitrile → 4-(2-Methylspiro[2H-3,1-benzoxazine-4,1'-cyclopentane]-6-yl)-2-thiophenecarbonitrile

HRID 277859Notes

Reaction equation

HRID 277859 reaction equation
[CH3:1][C:2]1[O:16][C:11]2([CH2:15][CH2:14][CH2:13][CH2:12]2)[C:5]2[CH:6]=[C:7](Br)[CH:8]=[CH:9][C:4]=2[N:3]=1.Br[C:18]1[CH:19]=[C:20]([C:23]#[N:24])[S:21][CH:22]=1>>[CH3:1][CH:2]1[O:16][C:11]2([CH2:15][CH2:14][CH2:13][CH2:12]2)[C:5]2[CH:6]=[C:7]([C:18]3[CH:19]=[C:20]([C:23]#[N:24])[S:21][CH:22]=3)[CH:8]=[CH:9][C:4]=2[NH:3]1

Participants

3

Reactant 2

HCID 142923554-Bromothiophene-2-carbonitrileHCID 234355852-methyl-6-bromospiro[4H-3,1-benzoxazine-4,1'-cyclopentane]

Product 1

HCID 234356124-(2-Methylspiro[2H-3,1-benzoxazine-4,1'-cyclopentane]-6-yl)-2-thiophenecarbonitrile

Procedure

Prepared according to the procedure for Example 13 from 2-methyl-6-bromospiro[4H-3,1-benzoxazine-4,1′-cyclopentane] and 4-bromo-2-thiophenecarbonitrile. An off-white solid: mp 103-104° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-dce983b6390242998be08c3c51969038
Source dataset
uspto-grants-2002_03
Patent number
US06358948B1

Reaction notes

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