Hydrochloric Acid → HCID 67496452, compound

HRID 1628217Notes

Reaction equation

HRID 1628217 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@H:9]([NH:27]C(=O)OC(C)(C)C)[C:10]([NH:12][C:13]2[N:17]([CH3:18])[N:16]=[C:15]([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([NH:25][CH3:26])[N:20]=3)[CH:14]=2)=[O:11])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[NH2:27][C@@H:9]([CH2:8][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[C:10]([NH:12][C:13]1[N:17]([CH3:18])[N:16]=[C:15]([C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:25][CH3:26])[N:20]=2)[CH:14]=1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69641305HCID 69641305, compound2×

Product 1

HCID 67496452HCID 67496452, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

tert-Butyl (S)-3-(4-fluorophenyl)-1-(1-methyl-3-(2-(methylamino)pyrimidin-4-yl)-1H-pyrazol-5-ylamino)-1-oxopropan-2-ylcarbamate, 9.E (0.12 g, 0.26 mmol) was treated with hydrogen chloride, 4.0 M solution in 1,4-dioxane (9.32 mg, 0.256 mmol) in 1,4-dioxane (3.0 ml) at 50° C. for 1 h. LCMS showed that Boc group was removed from SM. The solvent was removed. The crude 9.F was used for next step without further purification. MS ESI (pos.) m/e: 370.1 (M+H)+.

Workup

  1. customwas removed from SM
  2. customThe solvent was removed
  3. customThe crude 9.F was used for next step without further purification

Sources & evidence

ORD record
ord-ded02ee5f97a430b9647a289d9c1b416
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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