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11-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one → HCID 18599939, compound

HRID 465082
Notes
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Reaction equation

HRID 465082 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[NH:8][C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4].[NH:21]1[CH2:25][CH2:24][CH2:23][C@H:22]1[CH2:26][N:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.C(OCC)(=O)C.CO>C(O)C>[N:27]1([CH2:26][C@@H:22]2[CH2:23][CH2:24][CH2:25][N:21]2[CH2:2][C:3]([N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[NH:8][C:7]3[CH:17]=[CH:18][CH:19]=[N:20][C:6]2=3)=[O:4])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 7141612(S)-4-(pyrrolidin-2-ylmethyl)morpholineHCID 21584119Ethylacetate methanol

Product 1

HCID 18599939HCID 18599939, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound is prepared analogously to Example 31 from 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and (S)-4-[(2-pyrrolidinyl)methyl]morpholine to give colorless crystals, mp. 202-203° C. (ethyl acetate/methanol 1:1 v/v); [α]D20 =-2.93° C. (ethanol).

Sources & evidence

ORD record
ord-a6b27f4226e1457b8937d9f0bbb16252
Source dataset
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04550107

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes