Dimethylformamide → HCID 21025120, compound

HRID 1796672Notes

Reaction equation

HRID 1796672 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:18])=[C:8]2[C:13](Cl)=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2].[O:19]([C:26]1[CH:27]=[CH:28][C:29]([NH2:32])=[N:30][CH:31]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(OC(C1C(C)=C2C(NC3C=CC(SC4N(C)C=CN=4)=C(Cl)C=3)=C(C#N)C=NN2C=1)=O)C.CN(C=O)C>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:18])=[C:8]2[C:13]([NH:32][C:29]3[CH:28]=[CH:27][C:26]([O:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:31][N:30]=3)=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 21025099HCID 21025099, compoundHCID 21025108HCID 21025108, compoundHCID 221794545-Phenoxypyridin-2-amine

Product 1

HCID 21025120HCID 21025120, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 429 (21 mg, 51%) was prepared from 4-chloro-3-cyano-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester (Example 1D) (26 mg, 0.1 mmol) and 429C (210 mg, 1.0 mmol) by a route analogous to that used for the preparation of compound 426, DMF (1 ml) was used as solvent instead of THF. 429 is a yellow solid and has a retention time of 6.24 min (standard LC1 method, 8 min run). MS Found: (M+H)+=414.2

Workup

  1. customa retention time of 6.24 min (standard LC1 method, 8 min run)

Sources & evidence

ORD record
ord-55d9544ba21842c69381851b34ab5eef
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

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