Benzo-1,3-dioxole-5-methylamine → N-(1,3-Benzodioxol-5-ylmethyl)-10-[(4-chlorophenoxy)acetyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide

HRID 639271Notes

Reaction equation

HRID 639271 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[N:14]2[C:8]([CH2:9][N:10]([C:19](=[O:29])[CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13]2)=[CH:7][CH:6]=1)=[O:4].[CH2:32]([NH2:42])[C:33]1[CH:41]=[CH:40][C:39]2[O:38][CH2:37][O:36][C:35]=2[CH:34]=1>>[O:38]1[C:39]2[CH:40]=[CH:41][C:33]([CH2:32][NH:42][C:3]([C:5]3[N:14]4[C:8]([CH2:9][N:10]([C:19](=[O:29])[CH2:20][O:21][C:22]5[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=5)[C:11]5[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=5[CH2:13]4)=[CH:7][CH:6]=3)=[O:4])=[CH:34][C:35]=2[O:36][CH2:37]1

Participants

3

Reactant 2

HCID 75799Benzo-1,3-dioxole-5-methylamineHCID 160392192,2,2-trichloro-1-{10-[(4-chlorophenoxy)acetyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone

Product 1

HCID 16039221N-(1,3-Benzodioxol-5-ylmethyl)-10-[(4-chlorophenoxy)acetyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide

Procedure

The title compound was synthesized from 2,2,2-trichloro-1-{10-[(4-chlorophenoxy) acetyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone of Example 67 (0.3 mmol) and piperonylamine (2.2 eq.) in the manner of Example 68, m.p. 168-169° C. MS [(+)ESI, m/z]: 530 [M+H]+ Anal. Calcd for C29H24CIN3O5: C, 65.72; H, 4.56; N, 7.93. Found: C, 65.79; H, 4.59; N, 7.89.

Sources & evidence

ORD record
ord-e2612c0c1af24b6da4d41ef0ce7120b4
Source dataset
uspto-grants-2010_04
Patent number
US07691848B2

Reaction notes

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