HCID 66723115, compound → HCID 57732796, compound

HRID 1806476Notes

Reaction equation

HRID 1806476 reaction equation
[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:35]([NH2:37])=[O:36])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][NH:28][C:29](=[O:34])[CH2:30][CH2:31][CH2:32]C)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2].CC1(C)C(C)(C)OB(C2C=C(CNC(=O)CCCC)C=CC=2)O1>>[CH:30]1([C:29]([NH:28][CH2:27][C:23]2[CH:22]=[C:21]([C:18]3[CH:19]=[C:20]4[C:15](=[C:16]([C:35]([NH2:37])=[O:36])[CH:17]=3)[NH:14][CH:13]=[C:12]4[CH:9]3[CH2:8][CH2:7][N:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[CH2:11][CH2:10]3)[CH:26]=[CH:25][CH:24]=2)=[O:34])[CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 66723115HCID 66723115, compoundHCID 66723251HCID 66723251, compound

Product 1

HCID 57732796HCID 57732796, compoundYield 11%

Procedure

The title compound was prepared according to the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-{3-[(pentanoylamino)methyl]phenyl}-1H-indole-7-carboxamide substituting N-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}cyclopropanecarboxamide (43 mg, 0.144 mmol) for N-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}pentanamide. Compound was purified by Mass Directed Auto Prep HPLC to give 5.5 mg of the title compound (11%).

Workup

  1. customThe title compound was prepared
  2. customCompound was purified by Mass Directed Auto Prep HPLC

Sources & evidence

ORD record
ord-8284bcccf6444770ae3126b4d5646657
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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