Hydrochloric Acid → HCID 86732443, compound

HRID 1776415Notes

Reaction equation

HRID 1776415 reaction equation
CC1(C)[O:6][C@@H:5]([CH2:7][O:8][C:9]2[C:10]([NH:32][C:33]3[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=3)=[N:11][C:12]([C:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]([CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[F:31])[N:16]=3)=[N:13][CH:14]=2)[CH2:4][O:3]1.[ClH:40]>C(#N)C>[ClH:40].[F:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[CH2:24][N:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:15]([C:12]2[N:11]=[C:10]([NH:32][C:33]3[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=3)[C:9]([O:8][CH2:7][C@H:5]([OH:6])[CH2:4][OH:3])=[CH:14][N:13]=2)=[N:16]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 867324455-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)pyrimidin-4-amine

Product 1

HCID 86732443HCID 86732443, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

124 mg of 5-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)pyrimidin-4-amine (0.24 mmol, 1. eq.) were dissolved in 12 ml of acetonitrile. 515 μl of conc. hydrogen chloride (6.00 mmol, 20.8 eq.) were added dropwise. The reaction mixture was stirred at room temperature for 18 hours. The suspension was filtered off and washed with acetonitrile. The precipitate was dried at 45° C. under vacuo to yield 119 mg (0.23 mmol, 97%) of the analytically pure target compound.

Workup

  1. filtrationThe suspension was filtered off
  2. washwashed with acetonitrile
  3. customThe precipitate was dried at 45° C. under vacuo
  4. customto yield 119 mg (0.23 mmol, 97%) of the analytically pure target compound

Sources & evidence

ORD record
ord-fd37669894e0493d96d34324daa34635
Source dataset
uspto-grants-2016_02
Patent number
US09265763B2

Reaction notes

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