Propylamine → HCID 58421583, compound

HRID 406117Notes

Reaction equation

HRID 406117 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH:12]([O:15][C:16]2[C:21]([NH:22][C:23]3[C:24]4[C:31]([CH3:32])=[C:30]([C:33](O)=[O:34])[S:29][C:25]=4[N:26]=[CH:27][N:28]=3)=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:11][CH2:10]1)=O)(C)(C)C.[CH2:36]([NH2:39])[CH2:37][CH3:38]>C(Cl)Cl>[CH2:36]([NH:39][C:33]([C:30]1[S:29][C:25]2[N:26]=[CH:27][N:28]=[C:23]([NH:22][C:21]3[C:16]([O:15][CH:12]4[CH2:11][CH2:10][CH:9]([NH2:8])[CH2:14][CH2:13]4)=[N:17][CH:18]=[CH:19][CH:20]=3)[C:24]=2[C:31]=1[CH3:32])=[O:34])[CH2:37][CH3:38]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 58421684HCID 58421684, compound

Product 1

HCID 58421583HCID 58421583, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.1 g 4-[2-(4-tert-butoxycarbonylamino-cyclohexyloxy)-pyridin-3-ylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid, 39.689 μl chlor-trimethyl-propylenamine, 24 μl propylamine, 30.664 μl TEA and 5 ml DCM was stirred at rt overnight. The reaction mixture was washed successively with 0.1 M hydrochloric acid and 0.1 M sodium hydroxide solution, dried and filtered. The filtrate was concentrated. The residue was triturated with diethylether.

Workup

  1. washThe reaction mixture was washed successively with 0.1 M hydrochloric acid and 0.1 M sodium hydroxide solution
  2. customdried
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. customThe residue was triturated with diethylether

Sources & evidence

ORD record
ord-b32be3f15694433baf0b360b98170f7b
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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