(4,4-Difluoropiperidin-1-yl)[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]methanone → 6-Bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid ethyl ester

HRID 19885Notes

Reaction equation

HRID 19885 reaction equation
FC1(F)CCN(C(C2NC3C(C=2)=CC(O[CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([CH3:28])[CH3:27])[CH2:22][CH2:21]2)=CC=3)=O)CC1.[CH2:30]([O:32][C:33]([C:35]1[NH:36][C:37]2[C:42]([CH:43]=1)=[CH:41][C:40]([OH:44])=[C:39]([Br:45])[CH:38]=2)=[O:34])[CH3:31]>>[CH2:30]([O:32][C:33]([C:35]1[NH:36][C:37]2[C:42]([CH:43]=1)=[CH:41][C:40]([O:44][CH:20]1[CH2:25][CH2:24][N:23]([CH:26]([CH3:28])[CH3:27])[CH2:22][CH2:21]1)=[C:39]([Br:45])[CH:38]=2)=[O:34])[CH3:31]

Participants

3

Reactant 2

HCID 11603838(4,4-Difluoropiperidin-1-yl)[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]methanoneHCID 670179076-Bromo-5-hydroxy-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 670179296-Bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid ethyl ester

Procedure

In analogy to the procedure described for the synthesis of intermediate 1, step 2, the title compound was synthesized from 6-bromo-5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (example 41, step 3). The title compound was obtained in 56% yield as light yellow solid. MS (m/e): 409.0 (MH+, 100%).

Sources & evidence

ORD record
ord-0b4f611ff9884dfea65226c4b750e0d2
Source dataset
uspto-grants-2010_06
Patent number
US07745479B2

Reaction notes

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