tert-Butyl 4-(4-formyl-1,3-thiazol-2-yl)piperidine-1-carboxylate → HCID 67157181, compound

HRID 549942Notes

Reaction equation

HRID 549942 reaction equation
[CH:1]([C:3]1[N:4]=[C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)[S:6][CH:7]=1)=O.[I-].C1([P+](C2C=CC=CC=2)(C2C=CC=CC=2)[CH2:29][CH2:30][CH:31]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH3:32])C=CC=CC=1>>[C:33]1([CH:31]([CH3:32])[CH2:30]/[CH:29]=[CH:1]\[C:3]2[N:4]=[C:5]([CH:8]3[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]3)[S:6][CH:7]=2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 7172298tert-Butyl 4-(4-formyl-1,3-thiazol-2-yl)piperidine-1-carboxylateHCID 86642044HCID 86642044, compound

Product 1

HCID 67157181HCID 67157181, compound

Procedure

tert-Butyl 4-(4-formyl-1,3-thiazol-2-yl)piperidine-1-carboxylate (1.00 g) is reacted with triphenyl(3-phenylbutyl)phosphonium iodide (3.53 g) and purified as described in IV-3. This gives tert-butyl 4-{4-[(1Z)-4-phenylpent-1-en-1-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (1.23 g) in form of the Z isomer.

Workup

  1. custompurified

Sources & evidence

ORD record
ord-a563abe7bb5a4a0b8d3469d4adec5015
Source dataset
uspto-grants-2011_05
Patent number
US07943774B2

Reaction notes

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