Methylamine → HCID 67445715, compound

HRID 1396183Notes

Reaction equation

HRID 1396183 reaction equation
[C:1]1([S:7]([N:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18](Cl)[C:13]=3[C:12]([CH:20]([OH:43])[C:21]3[CH:22]=[CH:23][C:24]([N:28]([C:36]4[CH:37]=[N:38][C:39]([CH3:42])=[CH:40][CH:41]=4)[C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[N:25][C:26]=3[F:27])=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:44][NH2:45]>C(O)(C)C.C1COCC1>[C:1]1([S:7]([N:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([NH:45][CH3:44])[C:13]=3[C:12]([CH:20]([OH:43])[C:21]3[CH:22]=[CH:23][C:24]([N:28]([C:36]4[CH:37]=[N:38][C:39]([CH3:42])=[CH:40][CH:41]=4)[C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[N:25][C:26]=3[F:27])=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 86658766HCID 86658766, compound

Product 1

HCID 67445715HCID 67445715, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

To tert-butyl N-[5-[[7-(benzenesulfonyl)-4-chloro-pyrrolo[2,3-d]pyrimidin-5-yl]-hydroxy-methyl]-6-fluoro-2-pyridyl]-N-(6-methyl-3-pyridyl)carbamate (85, 75 mg, 0.12 mmol) in Isopropyl alcohol (0.80 mL) was added 2M methylamine in THF (0.6 ml). The resulting solution was stirred at 40° C. for 6 hours. The reaction was concentrated to give product (86, 70 mg, 94.2%). MS (ESI) [M+H+]+=620.

Workup

  1. concentrationThe reaction was concentrated
  2. customto give product (86, 70 mg, 94.2%)

Sources & evidence

ORD record
ord-ee9feca1fec24d65a5c4846acca579b3
Source dataset
uspto-grants-2014_12
Patent number
US08901118B2

Reaction notes

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