Hydrochloric Acid → 5-Acetyl-2-(4-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)butyryl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

HRID 2294855Notes

Reaction equation

HRID 2294855 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7]2[S:10][C:11]([C:13](=[O:18])[CH2:14][CH2:15][CH2:16]Cl)=[CH:12][C:6]=2[CH2:5]1)(=[O:3])[CH3:2].Cl.[F:20][C:21]1[CH:35]=[CH:34][C:24]2[C:25]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[N:26][O:27][C:23]=2[CH:22]=1.Cl>>[C:1]([N:4]1[CH2:9][CH2:8][C:7]2[S:10][C:11]([C:13](=[O:18])[CH2:14][CH2:15][CH2:16][N:31]3[CH2:30][CH2:29][CH:28]([C:25]4[C:24]5[CH:34]=[CH:35][C:21]([F:20])=[CH:22][C:23]=5[O:27][N:26]=4)[CH2:33][CH2:32]3)=[CH:12][C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 11334359R-56109 hydrochlorideHCID 214718635-Acetyl-2-(4-chlorobutyryl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

Product 1

HCID 214718595-Acetyl-2-(4-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)butyryl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridineYield 34.2%

Procedure

The reaction and procedure were conducted in a similar manner as in Example 24 using 1.8 g of 5-acetyl-2-(4-chlorobutyryl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine and 1.6 g of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride to give 1.0 g of 5-acetyl-2-(4-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)butyryl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine as an oil, m.p. 235° C. as hydrochloride 1/2hydrate thereof.

Workup

  1. customThe reaction and procedure

Sources & evidence

ORD record
ord-42b23c8565c744ac81dfc5a0dd3b796b
Source dataset
uspto-grants-1997_11
Patent number
US05691330

Reaction notes

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