7-(Tetrahydro-2h-pyran-4-yloxy)imidazo[1,2-a]pyridine → (trans)-benzyl 3-fluoro-4-(2-(7-(tetrahydro-2H-pyran-4-yloxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate

HRID 1095736Notes

Reaction equation

HRID 1095736 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([O:7][C:8]2[CH:13]=[CH:12][N:11]3[CH:14]=[CH:15][N:16]=[C:10]3[CH:9]=2)[CH2:3][CH2:2]1.Cl[C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[C:21]([O:28][C@@H:29]3[CH2:34][CH2:33][N:32]([C:35]([O:37][CH2:38][C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)=[O:36])[CH2:31][C@H:30]3[F:45])[CH:22]=[CH:23][CH:24]=2)[N:19]=1>>[F:45][C@H:30]1[C@H:29]([O:28][C:21]2[CH:22]=[CH:23][CH:24]=[C:25]3[C:20]=2[N:19]=[C:18]([C:14]2[N:11]4[CH:12]=[CH:13][C:8]([O:7][CH:4]5[CH2:3][CH2:2][O:1][CH2:6][CH2:5]5)=[CH:9][C:10]4=[N:16][CH:15]=2)[CH:27]=[CH:26]3)[CH2:34][CH2:33][N:32]([C:35]([O:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:36])[CH2:31]1

Participants

3

Reactant 2

HCID 667819217-(Tetrahydro-2h-pyran-4-yloxy)imidazo[1,2-a]pyridineHCID 131729521(trans)-Benzyl 4-(2-chloroquinolin-8-yloxy)-3-fluoropiperidine-1-carboxylate

Product 1

HCID 131729523(trans)-benzyl 3-fluoro-4-(2-(7-(tetrahydro-2H-pyran-4-yloxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate

Procedure

Prepared according to the procedure used for Example 1, Step D, using 7-(tetrahydro-2H-pyran-4-yloxy)imidazo[1,2-a]pyridine in place of 7-(2-methoxyethoxy)imidazo[1,2-a]pyridine and (trans)-benzyl 4-(2-chloroquinolin-8-yloxy)-3-fluoropiperidine-1-carboxylate in place of 2,8-dibromoquinoline. MS APCI (+) m/z 597 (M+1) detected.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f0b0cee5deb349179b840f57a0ee4169
Source dataset
uspto-grants-2012_03
Patent number
US08138181B2

Reaction notes

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