Trifluoroacetic acid methylene chloride → HCID 16225626, compound

HRID 888159Notes

Reaction equation

HRID 888159 reaction equation
C(OC([N:8]1[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21]([C:23]3[C:24]([NH:29][CH2:30][C:31]4[C:39]5[C:34](=[N:35][CH:36]=[CH:37][CH:38]=5)[NH:33][CH:32]=4)=[N:25][CH:26]=[CH:27][CH:28]=3)=[O:22])=[CH:13][CH:14]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[CH3:18][C:16]1([CH3:19])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21](=[O:22])[C:23]3[CH:28]=[CH:27][CH:26]=[N:25][C:24]=3[NH:29][CH2:30][C:31]3[C:39]4[C:34](=[N:35][CH:36]=[CH:37][CH:38]=4)[NH:33][CH:32]=3)=[CH:13][CH:14]=2)[CH2:9][NH:8][CH2:17]1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 69262583HCID 69262583, compound

Product 1

HCID 16225626HCID 16225626, compound

Procedure

4,4-Dimethyl-7-({2-[(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-amino]-pyridine-3-carbonyl}-amino)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (123 mg, 0.23 mmol) was treated with 10 mL of 1/1 TFA/CH2Cl2 solution and stirred at RT for 1 h. The volatiles were removed under reduced pressure and the residue was purified by flash column chromatography to obtain the titled compound as a white solid. MS (ES+): 427.1 (M+H)+. Calc'd for C25H26N6O—426.22.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-8b4227dd86c04e7183686f14db8f1bc4
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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