Hydrochloric Acid → HCID 68857385, compound

HRID 1986223Notes

Reaction equation

HRID 1986223 reaction equation
[Li+].[OH-].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH:19][C:20]2[N:25]=[C:24]([C:26]3[S:30][C:29]4[CH:31]=[CH:32][CH:33]=[C:34]([C:35]([O:37]C)=[O:36])[C:28]=4[CH:27]=3)[CH:23]=[CH:22][N:21]=2)[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].CO.[ClH:41]>C1COCC1>[ClH:41].[ClH:41].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH:19][C:20]2[N:25]=[C:24]([C:26]3[S:30][C:29]4[CH:31]=[CH:32][CH:33]=[C:34]([C:35]([OH:37])=[O:36])[C:28]=4[CH:27]=3)[CH:23]=[CH:22][N:21]=2)[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 68856886HCID 68856886, compound

Product 1

HCID 68857385HCID 68857385, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous LiOH solution (2.5 N, 2.0 mL) is added to a stirred solution of 4-{3-[4-(4-methoxycarbonyl-benzo[b]thiophen-2-yl)-pyrimidin-2-ylamino]-propyl}-piperazine-1-carboxylic acid tert-butyl ester (700 mg, 1.49 mmol) in THF (7 mL)/MeOH (4 mL), the resultant mixture is stirred at 40° C. for 4 hours. At 40° C., 5 N HCl (2.1 mL) is added in one shot to the reaction mixture. Within 2 minutes the mixture becomes a suspension. After filtration and drying, the title compound is obtained as a yellow solid (950 mg, 99% yield).

Workup

  1. filtrationAfter filtration
  2. customdrying

Sources & evidence

ORD record
ord-bd6b705933c046e587ea48fe45bb3a52
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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