Methanol → HCID 86655032, compound

HRID 2066905Notes

Reaction equation

HRID 2066905 reaction equation
[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([N:9]2[CH2:14][CH2:13][CH:12]([O:15][N:16]=[C:17]3[CH2:22][CH2:21][N:20]([C:23]4[C:28]([F:29])=[CH:27][C:26]([CH2:30][C:31]([OH:33])=O)=[C:25]([F:34])[CH:24]=4)[CH2:19][CH2:18]3)[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2].[NH2:35][CH:36]1[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]1.C1C=CC2N(O)N=NC=2C=1.CO>ClCCCl>[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([N:9]2[CH2:10][CH2:11][CH:12]([O:15][N:16]=[C:17]3[CH2:22][CH2:21][N:20]([C:23]4[C:28]([F:29])=[CH:27][C:26]([CH2:30][C:31]([NH:35][CH:36]5[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]5)=[O:33])=[C:25]([F:34])[CH:24]=4)[CH2:19][CH2:18]3)[CH2:13][CH2:14]2)=[N:7][CH:8]=1)[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 757711-HydroxybenzotriazoleHCID 27375314-Amino-1-methylpiperidineHCID 86655030HCID 86655030, compound

Product 1

HCID 86655032HCID 86655032, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

Compound 77e (9 mg, 0.019 mmol) was dissolved in DCE (0.5 mL) and 4-amino-1-methylpiperidine (0.01 mL) was added followed by HOBt (4 mg, 0.03 mmol) and EDC (12 mg, 0.06 mmol) and stirred at r.t. for 16 h. MeOH was added and the mixture purified by HPLC to give 2-(4-{4-[1-(5-ethyl-pyrimidin-2-yl)-piperidin-4-yloxyimino]-piperidin-1-yl}-2,5-difluoro-phenyl)-N-(1-methyl-piperidin-4-yl)-acetamide 77-1. LC-MS 570.2 (MFE).

Workup

  1. customthe mixture purified by HPLC

Sources & evidence

ORD record
ord-7d03a7229d104491b929aae8cbb440a6
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

Loading…