HCID 178458564, compound → HCID 178458565, compound

HRID 478603Notes

Reaction equation

HRID 478603 reaction equation
[CH3:1][N:2]([CH3:55])[C@@H:3]1[CH2:7][CH2:6][N:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH3:20])=[C:13]([C:21]3[NH:26][C:25]4[C:27]5[C:28](=[N:42][N:43](CC6C=CC(OC)=CC=6)[CH:44]=5)[N:29]=[C:30]([NH:31][CH2:32][C:33]5[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[C:35]([Cl:41])[CH:34]=5)[C:24]=4[C:23](=[O:54])[N:22]=3)[CH:12]=2)(=[O:10])=[O:9])[CH2:4]1>C(O)(C(F)(F)F)=O>[Cl:41][C:35]1[CH:34]=[C:33]([CH2:32][NH:31][C:30]2[C:24]3[C:23](=[O:54])[N:22]=[C:21]([C:13]4[CH:12]=[C:11]([S:8]([N:5]5[CH2:6][CH2:7][C@@H:3]([N:2]([CH3:55])[CH3:1])[CH2:4]5)(=[O:9])=[O:10])[CH:16]=[CH:15][C:14]=4[O:17][CH2:18][CH2:19][CH3:20])[NH:26][C:25]=3[C:27]3=[CH:44][NH:43][N:42]=[C:28]3[N:29]=2)[CH:38]=[CH:37][C:36]=1[O:39][CH3:40]

Participants

3

Reactant 1

HCID 178458564HCID 178458564, compound

Product 1

HCID 178458565HCID 178458565, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (3R)-3-(Dimethylamino)-1-[[3-[5-[[(3-chloro-4-methoxyphenyl)methyl]amino]-4,8-dihydro-8-[(4-methoxyphenyl)methyl]-4-oxo-1H-pyrazolo[4′,3′:5,6]pyrido[4,3-d]pyrimidin-2-yl]-4-propoxyphenyl]sulfonyl]pyrrolidine in TFA (4 mL) was heated at reflux for 1 h. under nitrogen. After removal of the excess TFA, the residue was purified by preparative HPLC to give the desired product (32 mg) as a TFA salt. LC: 3.12 (Gradient 2); MH+: 667.

Workup

  1. temperatureat reflux for 1 h. under nitrogen
  2. customAfter removal of the excess TFA
  3. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-f9f0695efc30487e830d42242a3b6435
Source dataset
uspto-grants-2003_11
Patent number
US06642244B2

Reaction notes

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