Triethylamine → HCID 22632628, compound

HRID 2417530Notes

Reaction equation

HRID 2417530 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:35]=[CH:34][C:12]([C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]([CH2:26][CH:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)[C:17](=[O:33])[CH2:16]2)=[O:14])=[CH:11][CH:10]=1.Cl.[C:37](=[NH:42])(OCC)[CH3:38].C(N(CC)CC)C>C(O)C>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]([CH2:26][CH:27]3[CH2:28][CH2:29][N:30]([C:37](=[NH:42])[CH3:38])[CH2:31][CH2:32]3)[C:17](=[O:33])[CH2:16]2)=[O:14])=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 22632398HCID 22632398, compound

Product 1

HCID 22632628HCID 22632628, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

15 mg (0.029 mmol) of 4-(4-chlorobenzoyl)-1-(4-piperidinyl-methyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on trifluoroacetate was dissolved in 5 ml of ethanol. 120 mg (1.7 mmol) of ethyl acetimidate hydrochloride and 0.50 ml (3.6 mmol) of triethylamine were added to the obtained solution, and they were stirred at 80° C. for 2 days. The solvent was evaporated, and the obtained crude product was treated in the same manner as in Step 3 in Example 1 to obtain the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe obtained crude product
  3. additionwas treated in the same manner as in Step 3 in Example 1

Sources & evidence

ORD record
ord-62d95aa52b8642d580e8b04da167dd4b
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

Loading…