3-(Bromomethyl)thiophene → HCID 21917359, compound

HRID 1246329Notes

Reaction equation

HRID 1246329 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6]Br)=[CH:2]1.[CH3:8][C:9]1[CH:10]=[C:11]([CH:24]=[C:25]([CH3:28])[C:26]=1[OH:27])[C:12]([NH:14][CH2:15][C:16]1([N:21]([CH3:23])[CH3:22])[CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:13]>>[CH3:28][C:25]1[CH:24]=[C:11]([CH:10]=[C:9]([CH3:8])[C:26]=1[O:27][CH2:6][C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)[C:12]([NH:14][CH2:15][C:16]1([N:21]([CH3:23])[CH3:22])[CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:13]

Participants

3

Reactant 2

HCID 5207033-(Bromomethyl)thiopheneHCID 21917345HCID 21917345, compound

Product 1

HCID 21917359HCID 21917359, compound

Procedure

Synthesised from 3-thienylmethyl bromide and 3,5-dimethyl-4-hydroxy-N-[(1-dimethylaminocyclopentyl)methyl]benzamide following the procedure as described in Example 10 (b). The crude product was purified by SPE chromatography. 1H NMR (CDCl3) δ: 1.41 (m, 2H), 1.65 (m, 4H), 1.83 (m, 2H), 2.27 (s, 6H), 2.31 (s, 6H), 3.44 (d, 2H, J˜2 Hz), 4.85 (s, 2H), 6.88 (s, 1H), 7.16 (m, 1H), 7.26 (m, 1H), 7.34 (m, 2H), 7.45 (s, 2H). LCMS m/z 387.0 (MH+; 98%).

Workup

  1. customThe crude product was purified by SPE chromatography

Sources & evidence

ORD record
ord-bfd70ad34e534c59aac4da3b0284abfc
Source dataset
uspto-grants-2006_10
Patent number
US07126027B2

Reaction notes

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