Oxalyl chloride → HCID 86695289, compound

HRID 1057198Notes

Reaction equation

HRID 1057198 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1/[C:9](/[CH2:37][CH3:38])=[C:10](\[C:26]1[CH:31]=[CH:30][C:29](/[CH:32]=[CH:33]/[C:34]([OH:36])=O)=[CH:28][CH:27]=1)/[C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)[N:15]=[CH:14]2.C(Cl)(=O)C([Cl:42])=O>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1/[C:9](/[CH2:37][CH3:38])=[C:10](\[C:26]1[CH:27]=[CH:28][C:29](/[CH:32]=[CH:33]/[C:34]([Cl:42])=[O:36])=[CH:30][CH:31]=1)/[C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)[N:15]=[CH:14]2

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 66793378HCID 66793378, compound2×

Product 1

HCID 86695289HCID 86695289, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (E)-3-(4-((E)-2-(2-chloro-4-fluorophenyl)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylic acid (1 g, 1.88 mmol; Compound 407) in DCM (9.4 mL) at room temperature, oxalyl dichloride (0.33 mL, 3.76 mmol) was added. After the addition of DMF (2 drops), the mixture was stirred at room temperature for 1 h. The resulting mixture was concentrated to afford a pale yellow solid. This material was used without further purification.

Workup

  1. concentrationThe resulting mixture was concentrated
  2. customto afford a pale yellow solid
  3. customThis material was used without further purification

Sources & evidence

ORD record
ord-d005b30a800f4d349365162438bf9f87
Source dataset
uspto-grants-2016_07
Patent number
US09399646B2

Reaction notes

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