Triethylamine → HCID 59639568, compound

HRID 2250108Notes

Reaction equation

HRID 2250108 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16](S(C)(=O)=O)[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[CH3:26])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:31].Cl.[O:33]1[CH2:37][CH2:36][CH:35]([NH2:38])[CH2:34]1.C(N(CC)CC)C>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16]([NH:38][CH:35]3[CH2:36][CH2:37][O:33][CH2:34]3)[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[CH3:26])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:31]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 22239904Oxolan-3-amine--hydrogen chloride (1/1)HCID 596395548-(2,6-difluoro-phenyl)-4-(4-fluoro-2-methyl-phenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

Product 1

HCID 59639568HCID 59639568, compoundYield 30%

Procedure

Following the general procedure outlined in Example 195, the product of Example 48 (125 mg, 0.28 mmol), the crude tetrahydro-furan-3-ylamine hydrochloride (240 mg) and triethylamine (0.27 mL, 1.9 mmol) were reacted to give the crude material. Purification by flash chromatography, eluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v), gave the desired product (38 mg, 30%). LC-MS: 453.2 (MH+, m/z), 2.20 (Rt, min).

Workup

  1. customto give the crude material
  2. customPurification by flash chromatography
  3. washeluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v)

Sources & evidence

ORD record
ord-77dfdfba3bc3434f8186b4ebf1650bfc
Source dataset
uspto-grants-2008_01
Patent number
US07314934B2

Reaction notes

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