Ethanolamine → HCID 67390128, compound

HRID 406102Notes

Reaction equation

HRID 406102 reaction equation
[C:1]([NH:4][C@H:5]1[CH2:9][CH2:8][C@H:7]([O:10][C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=2[NH:18][C:19]2[C:20]3[C:27]([CH3:28])=[C:26]([C:29](O)=[O:30])[S:25][C:21]=3[N:22]=[CH:23][N:24]=2)[CH2:6]1)(=[O:3])[CH3:2].[NH2:32][CH2:33][CH2:34][OH:35]>>[OH:35][CH2:34][CH2:33][NH:32][C:29]([C:26]1[S:25][C:21]2[N:22]=[CH:23][N:24]=[C:19]([NH:18][C:12]3[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:11]=3[O:10][C@H:7]3[CH2:8][CH2:9][C@H:5]([NH:4][C:1](=[O:3])[CH3:2])[CH2:6]3)[C:20]=2[C:27]=1[CH3:28])=[O:30]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 67389552HCID 67389552, compound

Product 1

HCID 67390128HCID 67390128, compound

Procedure

Synthesized analogously to example 225.3 from 4-[2-((1S,3S)-3-acetylamino-cyclopentyloxy)-4-fluoro-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (111 mg) and 2-aminoethanol (18 μl). The reaction mixture was concentrated, the residue was partitioned between DCM and water and the organic layer was dried and concentrated again. The crude was purified by chromatography to give the desired product.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was partitioned between DCM and water
  3. customthe organic layer was dried
  4. concentrationconcentrated again
  5. customThe crude was purified by chromatography

Sources & evidence

ORD record
ord-8ec093d8a93d4c8bb85710cb4c38b62d
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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