3-(Bromomethyl)-5-chloro-1-benzothiophene → HCID 9997526, compound

HRID 1828264Notes

Reaction equation

HRID 1828264 reaction equation
Br[CH2:2][C:3]1[C:7]2[CH:8]=[C:9]([Cl:12])[CH:10]=[CH:11][C:6]=2[S:5][CH:4]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]2[S:5][CH:4]=[C:3]([CH2:2][N:22]3[CH2:23][CH2:24][CH:19]([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=4)[CH2:20][CH2:21]3)[C:7]=2[CH:8]=1

Participants

3

Reactant 2

HCID 27798573-(Bromomethyl)-5-chloro-1-benzothiopheneHCID 103747502-(Piperidin-4-yl)pyridine

Product 1

HCID 9997526HCID 9997526, compound

Procedure

3-(Bromomethyl)-5-chloro-1-benzothiophene (150 mg 0.9 mmol) and 4-(2-pyridyl)piperidine (181 mg, 1.0 mmol) were processed as described in Example 2 to provide the title compound. 1H NMR (300 MHz, d6-DMSO) δ 2.73 (t, J=1.86 Hz, 4H)) 3.18 (m, 4H) 3.55 (s, 1H) 4.63 (s, 2H) 7.29 (m, 2H) 7.50 (dd, J=8.31, 1.86 Hz, 1H) 7.78 (m, 1H) 8.15 (m, 2H) 8.32 (m, 1H) 8.53 (s, 1H); (ESI) m/z 343 (M+H)+.

Sources & evidence

ORD record
ord-7f05130c961c41e6a0780c2216af48ee
Source dataset
uspto-grants-2006_06
Patent number
US07057042B2

Reaction notes

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