HCID 21025099, compound → HCID 69327665, compound

HRID 1796631Notes

Reaction equation

HRID 1796631 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:31]=[CH:30][C:29]([NH2:32])=[CH:28][C:27]=1[CH2:33][O:34][CH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][O:36]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.COC(C1C(C)=C2C(NC3C=CC(OC4C=CC=CC=4OC(C(OC(C)(C)C)=O)(C)C)=CC=3)=C(C#N)C=NN2C=1)=O.C(O)(C(F)(F)F)=O.O.C(O)(C(F)(F)F)=O.CC#N>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:18])=[C:8]2[C:13]([NH:32][C:29]3[CH:30]=[CH:31][C:26]([O:19][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[C:27]([CH2:33][O:34][CH:35]4[CH2:40][CH2:39][CH2:38][CH2:37][O:36]4)[CH:28]=3)=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2]

Participants

6

Reactant 5

HCID 21025099HCID 21025099, compoundHCID 21924481TFA acetonitrileHCID 22179538HCID 22179538, compoundHCID 22179696HCID 22179696, compoundHCID 22392675Trifluoroacetic acid water

Product 1

HCID 69327665HCID 69327665, compound

Procedure

Compound 394 was prepared from 4-chloro-3-cyano-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester (Example 1D) (160 mg, 0.61 mmol) and 394D (180 mg, 0.60 mmol) by a route analogous to that used for the preparation of compound 388D. It has a retention time 7.69 min. (Column: HTS, 5 u, 4.6×50 mm; Gradient: 5-100% B in 8.0 min; A=0.1% TFA/H2O; B=0.1% TFA/CH3CN; Run time 10 min; Det: 215 nM; FR: 1.2 ml/min); MS Found: (M−H)+=525.4

Workup

  1. customtime 10 min

Sources & evidence

ORD record
ord-03dd895e594d4241bf2121dfe953e678
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

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