Hydrochloric Acid → HCID 86686768, compound

HRID 1403143Notes

Reaction equation

HRID 1403143 reaction equation
[F:1][CH:2]([F:37])[C:3]1[N:7]([C:8]2[CH:13]=[C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:11]=[C:10]([NH:20][C@H:21]3[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22]3)[N:9]=2)[C:6]2[CH:33]=[CH:34][CH:35]=[CH:36][C:5]=2[N:4]=1.[ClH:38].C(OC(C)C)(C)C>O1CCOCC1>[ClH:38].[ClH:38].[F:37][CH:2]([F:1])[C:3]1[N:7]([C:8]2[CH:13]=[C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:11]=[C:10]([NH:20][C@H:21]3[CH2:25][CH2:24][NH:23][CH2:22]3)[N:9]=2)[C:6]2[CH:33]=[CH:34][CH:35]=[CH:36][C:5]=2[N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 86686766HCID 86686766, compound

Product 1

HCID 86686768HCID 86686768, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a mixture of tert-butyl (3S)-3-({4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-morpholin-4-ylpyrimidin-2-yl}amino)pyrrolidine-1-carboxylate (300 mg) and 1,4-dioxane (3 mL) was added a 4 M solution (1.5 mL) of hydrogen chloride in 1,4-dioxane, and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added diisopropyl ether (10 mL). The resulting powder was collected by filtration, washed with diisopropyl ether, and dried under reduced pressure to obtain 4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-morpholin-4-yl-N-[(3S)-pyrrolidin-3-yl]pyrimidin-2-amine dihydrochloride (354 mg) as a pale yellow powder.

Workup

  1. filtrationThe resulting powder was collected by filtration
  2. washwashed with diisopropyl ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-7f1cde990b2244498cde2265950cac5e
Source dataset
uspto-grants-2014_12
Patent number
US08912180B2

Reaction notes

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