Tetrahydro-2-furancarbonyl chloride → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]tetrahydrofurane-2-carboxamide

HRID 3601

Reaction equation

HRID 3601 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][N:11]3[CH:19]=[CH:20][CH:21]=[C:10]3[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[O:24]1[CH2:28][CH2:27][CH2:26][CH:25]1[C:29](Cl)=[O:30]>>[CH:21]1[CH:20]=[CH:19][N:11]2[CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:8]([C:6]([C:5]3[CH:22]=[CH:23][C:2]([NH:1][C:29]([CH:25]4[CH2:26][CH2:27][CH2:28][O:24]4)=[O:30])=[CH:3][CH:4]=3)=[O:7])[CH2:9][C:10]=12

Participants

3

Reactant 2

HCID 551254Tetrahydro-2-furancarbonyl chlorideHCID 1082828010,11-dihydro-10(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine

Product 1

HCID 21837023N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]tetrahydrofurane-2-carboxamideYield 33.2%

Procedure

As described for Example 8, 0.500 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine is reacted with 0.267 g of tetrahydrofurane-2-carbonyl chloride to give a glass which is crystallized from ethyl acetate to give 0.22 g of crystals, m.p. 208°-214° C.

Workup

  1. customto give a glass which
  2. customis crystallized from ethyl acetate

Sources & evidence

ORD record
ord-ae040de2c66a4ae688eaef7fb08c8c28
Source dataset
uspto-grants-1998_03
Patent number
US05733905

Linked notes

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