Trifluoroacetic acid → 3-[2-Methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

HRID 731916Notes

Reaction equation

HRID 731916 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:44])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28]3[C:29]4[CH:37]=[C:36]([N:38]5[CH2:42][CH2:41][CH2:40][CH2:39]5)[N:35]=[CH:34][C:30]=4[N:31]=[CH:32][N:33]=3)=[CH:23][C:22]=2[CH3:43])[CH:15]=1)(C)(C)C>C(Cl)Cl>[CH3:43][C:22]1[CH:23]=[C:24]([NH:27][C:28]2[C:29]3[CH:37]=[C:36]([N:38]4[CH2:42][CH2:41][CH2:40][CH2:39]4)[N:35]=[CH:34][C:30]=3[N:31]=[CH:32][N:33]=2)[CH:25]=[CH:26][C:21]=1[O:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[C:13]([OH:44])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11340957HCID 11340957, compound

Product 1

HCID 690519883-[2-Methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acidYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoro acetic acid (10 mL) was added to a solution of 3-[2-Methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid tert-butyl ester (0.40 g, 0.82 mmol) in CH2Cl2 (10 mL). After 12 h the reaction was concentrated to give a red solid (0.36 g, 100%). LRMS: 4.42 (MH+), HPLC Rf: 8.34 min.

Workup

  1. concentrationAfter 12 h the reaction was concentrated

Sources & evidence

ORD record
ord-4aa743b178dc470192468c69da56126c
Source dataset
uspto-grants-2009_09
Patent number
US07585869B2

Reaction notes

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