Triethylamine → HCID 86639140, compound

HRID 2189953Notes

Reaction equation

HRID 2189953 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:9]([C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])[N:8]=[C:7]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[F:22])[S:6]1.[N:29]#[C:30]Br.C(N(CC)CC)C>C(Cl)Cl>[F:22][C:16]1[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:15]=1[C:7]1[S:6][C:5]([CH2:4][CH2:3][CH2:2][NH:1][C:30]#[N:29])([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:9]([C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])[N:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10476Cyanogen BromideHCID 60139813HCID 60139813, compound

Product 1

HCID 86639140HCID 86639140, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(2-(3-aminopropyl)-5-(2,5-difluorophenyl)-2-phenyl-1,3,4-thiadiazol-3(2H)-yl)-2-methylpropan-1-one (33 mg, 0.0817867 mmol) was weighed into a 10 ml flask and dissolved in 1.0 mL of CH2Cl2, followed by addition of cyanogen bromide (11.2618 mg, 0.106323 mmol) and dropwise addition of triethylamine (0.0398980 mL, 0.286253 mmol). The reaction was then stirred at ambient temperature for 1 hour. The reaction was then concentrated in vacuo and the resulting tan foam was used in the next step without purification.

Workup

  1. concentrationThe reaction was then concentrated in vacuo
  2. customthe resulting tan foam was used in the next step without purification

Sources & evidence

ORD record
ord-33345c191afe4a0faf1bb1363a748a8a
Source dataset
uspto-grants-2012_12
Patent number
US08324257B2

Reaction notes

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