HCID 67445715, compound → HCID 67444414, compound

HRID 1396184Notes

Reaction equation

HRID 1396184 reaction equation
[C:1]1([S:7]([N:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([NH:19][CH3:20])[C:13]=3[C:12]([CH:21]([OH:44])[C:22]3[CH:23]=[CH:24][C:25]([N:29]([C:37]4[CH:38]=[N:39][C:40]([CH3:43])=[CH:41][CH:42]=4)[C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[N:26][C:27]=3[F:28])=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)Cl>[C:1]1([S:7]([N:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([NH:19][CH3:20])[C:13]=3[C:12]([C:21]([C:22]3[CH:23]=[CH:24][C:25]([N:29]([C:37]4[CH:38]=[N:39][C:40]([CH3:43])=[CH:41][CH:42]=4)[C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[N:26][C:27]=3[F:28])=[O:44])=[CH:11]2)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 67445715HCID 67445715, compound

Product 1

HCID 67444414HCID 67444414, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl N-[5-[[7-(benzenesulfonyl)-4-methylamino-pyrrolo[2,3-d]pyrimidin-5-yl]-hydroxy-methyl]-6-fluoro-2-pyridyl]-N-(6-methyl-3-pyridyl)carbamate (86, 0.07 g, 0.11 mmol) in DCM (10 mL) was added DMP (0.06 g, 0.14 mmol). The reaction was stirred at room temperature for 20 minutes. The reaction was concentrated, and purified with silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give product (87, 0.065 g, 93.6%).

Workup

  1. concentrationThe reaction was concentrated
  2. custompurified with silica gel column chromatography
  3. washeluting with 20% to 100% ethyl acetate in hexane
  4. customto give product (87, 0.065 g, 93.6%)

Sources & evidence

ORD record
ord-fe976738ca56495593b5ebb6ae43caca
Source dataset
uspto-grants-2014_12
Patent number
US08901118B2

Reaction notes

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