Hydrochloric Acid → N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-morpholinoethylamino)thieno[2,3-b]pyrazine-6-carboxamide hydrochloride

HRID 1184908Notes

Reaction equation

HRID 1184908 reaction equation
[C:1]([C:3]([C:6]1[CH:7]=[C:8]([CH:40]=[CH:41][CH:42]=1)[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:39])=[C:16]([NH:18][C:19]([C:21]2[S:38][C:24]3=[N:25][C:26]([NH:29][CH2:30][CH2:31][N:32]4[CH2:37][CH2:36][O:35][CH2:34][CH2:33]4)=[CH:27][N:28]=[C:23]3[CH:22]=2)=[O:20])[CH:17]=1)=[O:10])([CH3:5])[CH3:4])#[N:2].[ClH:43]>O1CCOCC1>[ClH:43].[C:1]([C:3]([C:6]1[CH:7]=[C:8]([CH:40]=[CH:41][CH:42]=1)[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:39])=[C:16]([NH:18][C:19]([C:21]2[S:38][C:24]3=[N:25][C:26]([NH:29][CH2:30][CH2:31][N:32]4[CH2:37][CH2:36][O:35][CH2:34][CH2:33]4)=[CH:27][N:28]=[C:23]3[CH:22]=2)=[O:20])[CH:17]=1)=[O:10])([CH3:5])[CH3:4])#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67125570N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-morpholinoethylamino)thieno[2,3-b]pyrazine-6-carboxamide

Product 1

HCID 67125569N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-morpholinoethylamino)thieno[2,3-b]pyrazine-6-carboxamide hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Compound 96e (8 mg, 0.0137 mmol) was dissolved in dioxane (0.5 mL), 4N HCl (1 eq) was added and stirred for 1 h. Evaporated to dryness to give N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(2-morpholinoethylamino)thieno[2,3-b]pyrazine-6-carboxamide hydrochloride 96f (9 mg, 100%). %). NMR (400 MHz, DMSO-d6) 1.75 (s, 6H), 2.25 (s, 3H), 3.16 (m, 2H), 3.48 (br s, 4H), 3.79 (m, 4H), 3.99 (m, 2H), 7.28 (d, J=8.6 Hz, 1H), 7.61 (m, 2H), 7.76 (m, 2H), 7.86 (d, J=2.0 Hz, 1H), 7.95 (d, J=7.8 Hz, 1H), 8.06 (s, 1H), 8.19 (s, 1H), 8.21 (d, J=5.5 Hz, 1H), 8.31 (s, 1H), 10.17 (s, 1H), 10.37 (s, 1H), 10.49 (br s, 1H).

Workup

  1. customEvaporated to dryness

Sources & evidence

ORD record
ord-b20ec8cb63a44946b98bb006168c008c
Source dataset
uspto-grants-2014_03
Patent number
US08669256B2

Reaction notes

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