1-(Bromomethyl)-4-(trifluoromethoxy)benzene → 6-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1-{[4-(trifluoromethoxy)benzyl]oxy}-1H-pyrrolo[3,2-b]pyridine

HRID 1404599Notes

Reaction equation

HRID 1404599 reaction equation
[OH:1][N:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([C:11]3[CH:12]=[N:13][N:14]([CH:16]4[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]4)[CH:15]=3)[CH:9]=2)[CH:4]=[CH:3]1.Br[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][C:38]([F:41])([F:40])[F:39])=[CH:33][CH:32]=1>>[NH:19]1[CH2:18][CH2:17][CH:16]([N:14]2[CH:15]=[C:11]([C:8]3[CH:9]=[C:10]4[N:2]([O:1][CH2:30][C:31]5[CH:36]=[CH:35][C:34]([O:37][C:38]([F:39])([F:40])[F:41])=[CH:33][CH:32]=5)[CH:3]=[CH:4][C:5]4=[N:6][CH:7]=3)[CH:12]=[N:13]2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzeneHCID 67458749tert-butyl 4-[4-(1-hydroxy-1H-pyrrolo[3,2-b]pyridin-6-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

Product 1

HCID 585323596-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1-{[4-(trifluoromethoxy)benzyl]oxy}-1H-pyrrolo[3,2-b]pyridine

Procedure

The entitled compound is prepared from tert-butyl 4-[4-(1-hydroxy-1H-pyrrolo[3,2-b]pyridin-6-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate and 1-(bromomethyl)-4-(trifluoromethoxy)benzene as described in the last 2 steps of Example 18.

Sources & evidence

ORD record
ord-7489345e93094aa387410821bee9abfc
Source dataset
uspto-grants-2014_12
Patent number
US08912330B2

Reaction notes

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