Sodium Methoxide → HCID 178496778, compound

HRID 1852861Notes

Reaction equation

HRID 1852861 reaction equation
[CH3:1][O-:2].[Na+].[Cl:4][C:5]1[CH:6]=[C:7]([C:11]2[C:16]3[N:17]([CH2:27][C@H:28]4[CH2:33][CH2:32][C@H:31]([CH3:34])[CH2:30][CH2:29]4)[C:18]([N:20]4[CH2:24][CH2:23][CH2:22][C@H:21]4[CH2:25][F:26])=[N:19][C:15]=3[CH:14]=[C:13]([C:35]#[N:36])[N:12]=2)[CH:8]=[N:9][CH:10]=1>CO>[CH3:1][O:2][C:35]([C:13]1[N:12]=[C:11]([C:7]2[CH:8]=[N:9][CH:10]=[C:5]([Cl:4])[CH:6]=2)[C:16]2[N:17]([CH2:27][C@H:28]3[CH2:33][CH2:32][C@H:31]([CH3:34])[CH2:30][CH2:29]3)[C:18]([N:20]3[CH2:24][CH2:23][CH2:22][C@H:21]3[CH2:25][F:26])=[N:19][C:15]=2[CH:14]=1)=[NH:36]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 178461210HCID 178461210, compound

Product 1

HCID 178496778HCID 178496778, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methoxide (5.20 mg, 0.096 mmol) was added to a solution of 4-(5-chloropyridin-3-yl)-2-[(2S)-2-(fluoromethyl)pyrrolidin-1-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile (Example 3.1, Step 1; 150 mg, 0.321 mmol) in methanol (321 μL), and the vial was sealed and allowed to stir at ambient temperature overnight. The reaction was concentrated to afford crude methyl-4-(5-chloropyridin-3-yl)-2-[(2S)-2-(fluoromethyl)pyrrolidin-1-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridin-6-carbimidate. MS ESI calc'd. for C26H32ClFN6O [M+H]+ 499. found 499. This material was taken on to Step 2 without further purification.

Workup

  1. customthe vial was sealed
  2. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-0d2b647c03e24661b8f0b5909384e120
Source dataset
uspto-grants-2015_02
Patent number
US08962611B2

Reaction notes

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