HCID 66723115, compound → HCID 57732634, compound

HRID 1806474Notes

Reaction equation

HRID 1806474 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][CH3:33])[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([CH2:52][NH:53]C(=O)CCCC)C=CC=2)O1>>[CH2:1]([S:3]([N:6]1[CH2:7][CH2:8][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]([C:30]5[N:53]([CH3:52])[CH:33]=[CH:32][CH:31]=5)=[O:34])[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:10][CH2:11]1)(=[O:5])=[O:4])[CH3:2]

Participants

3

Reactant 2

HCID 66723115HCID 66723115, compoundHCID 66723251HCID 66723251, compound

Product 1

HCID 57732634HCID 57732634, compound

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 1-methyl-N-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1H-pyrrole-2-carboxamide (49 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 Gilson Preparatory HPLC to give the title compound.

Workup

  1. customThe title compound was prepared
  2. customCompound was purified by Gilson Preparatory HPLC

Sources & evidence

ORD record
ord-c94470d2bf594ef5a0110881579e3ca6
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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