6-(3-[4-(1,3-Thiazol-2-ylcarbonyl)piperazin-1-yl]-azetidin-1-yl)carbonyl-1,2,3,4-tetrahydroquinoline → 1-Acetyl-6-bromo-2-({3-[4-(1,3-thiazol-2-ylcarbonyl)piperazin-1-yl]azetidin-1-yl}carbonyl)-1,2,3,4-tetrahydroquinoline

HRID 401653Notes

Reaction equation

HRID 401653 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:17][N:16]([C:18](C3C=C4C(=CC=3)NCCC4)=[O:19])[CH2:15]2)[CH2:10][CH2:9]1)=[O:7].[C:30]([N:33]1[C:42]2[C:37](=[CH:38][C:39]([Br:43])=[CH:40][CH:41]=2)[CH2:36][CH2:35][CH:34]1C(N1CC(N2CCNCC2)C1)=O)(=[O:32])[CH3:31].N1(C2CN(C(C3C=C4C(=CC=3)NCCC4)=O)C2)CCNCC1>>[C:30]([N:33]1[C:42]2[C:37](=[CH:38][C:39]([Br:43])=[CH:40][CH:41]=2)[CH2:36][CH2:35][CH:34]1[C:18]([N:16]1[CH2:17][CH:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]([C:2]3[S:1][CH:5]=[CH:4][N:3]=3)=[O:7])[CH2:9][CH2:10]2)[CH2:15]1)=[O:19])(=[O:32])[CH3:31]

Participants

4

Reactant 3

HCID 498009896-(3-[4-(1,3-Thiazol-2-ylcarbonyl)piperazin-1-yl]-azetidin-1-yl)carbonyl-1,2,3,4-tetrahydroquinolineHCID 596259076-([3-Piperazin-1-yl]-azetidin-1-yl)carbonyl-1,2,3,4-tetrahydroquinolineHCID 596259321-Acetyl-6-bromo-2-({3-[piperazin-yl]azetidin-1-yl}carbonyl)-1,2,3,4-tetrahydroquinoline

Product 1

HCID 498012741-Acetyl-6-bromo-2-({3-[4-(1,3-thiazol-2-ylcarbonyl)piperazin-1-yl]azetidin-1-yl}carbonyl)-1,2,3,4-tetrahydroquinoline

Procedure

The title compound was prepared in an analogous manner to that of compound 357 substituting compound 25e for compound 20c. LC/MS m/z (M+H+) 532.0, (M+2H+) 534.0.

Sources & evidence

ORD record
ord-3eaaa9099a9e4cb4b763303e283c8f0c
Source dataset
uspto-grants-2014_06
Patent number
US08741887B2

Reaction notes

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