Dichloromethane → HCID 118307375, compound

HRID 1483226Notes

Reaction equation

HRID 1483226 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][C:14]2[C:17]([C:38](=[O:40])[NH2:39])=[C:18]([NH:20][C:21](=[O:37])[NH:22][C:23]3[CH:28]=[CH:27][C:26](C(=O)C4C=CC=CC=4)=[CH:25][CH:24]=3)[S:19][C:13]=2[CH2:12]1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)[Cl:50]>>[NH2:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][C:14]2[C:17]([C:38]([NH2:39])=[O:40])=[C:18]([NH:20][C:21](=[O:37])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([Cl:50])=[CH:25][CH:24]=3)[S:19][C:13]=2[CH2:12]1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 118270014HCID 118270014, compound

Product 1

HCID 118307375HCID 118307375, compound

Procedure

A stirred suspension of tert-butyl-N-[3-(2-{[(4-benzoylphenyl)carbamoyl]amino}-3-carbamoyl-4H,5H,6H,7H-thieno[2,3-c]pyridin-6-yl)propyl]carbamate (70 mg, 0.14 mmol) in 4 mL of DCM at rt was treated with 2 mL of TFA. The resultant solution was stirred at rt for 40 min whereupon it was concentrated in a rotary evaporator. The product was taken up in MeOH and the solution concentrated in vacuo (×2) to afford the title compound as a light tan solid in quantitative yield. LRMS [M+H]408.

Workup

  1. concentrationwas concentrated in a rotary evaporator
  2. concentrationthe solution concentrated in vacuo (×2)

Sources & evidence

ORD record
ord-4446799376fc4fe29bd671d93085e0b6
Source dataset
uspto-grants-2016_08
Patent number
US09416141B2

Reaction notes

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