Hydrochloric Acid → HCID 67054933, compound

HRID 1772772Notes

Reaction equation

HRID 1772772 reaction equation
[C:1]([CH2:3][CH:4]([N:19]1[CH:23]=[C:22]([C:24]2[C:25]3[CH:32]=[CH:31][N:30]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[C:26]=3[N:27]=[CH:28][N:29]=2)[CH:21]=[N:20]1)[CH2:5][CH:6]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1)#[N:2].[ClH:41].O1CCOCC1>>[ClH:41].[NH:9]1[CH2:8][CH2:7][CH:6]([CH2:5][CH:4]([N:19]2[CH:23]=[C:22]([C:24]3[C:25]4[CH:32]=[CH:31][N:30]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:39])([CH3:38])[CH3:40])[C:26]=4[N:27]=[CH:28][N:29]=3)[CH:21]=[N:20]2)[CH2:3][C:1]#[N:2])[CH2:11][CH2:10]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67273957HCID 67273957, compound

Product 1

HCID 67054933HCID 67054933, compound

Procedure

tert-Butyl 4-{3-cyano-2-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propyl}piperidine-1-carboxylate (second peak from chiral purification, 1.12 g, 0.00198 mol) was stirred with 4.0 M of hydrogen chloride in p-dioxane (5 mL, 0.02 mol) at RT for 30 min. After being concentrated to dryness under reduced pressure, the resultant HCl salt was used directly in next step. LCMS calculated for C24H36N7OSi(M+H)+: m/z=466.3; Found: 466.2.

Workup

  1. concentrationAfter being concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-c1ac77d629ab4e0f86cd3cb3c23a77fb
Source dataset
uspto-grants-2016_02
Patent number
US09249145B2

Reaction notes

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