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Aluminium lithium hydride → HCID 21995277, compound

HRID 1977685
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Reaction equation

HRID 1977685 reaction equation
OCC1C=CC(C2C=CN=C(NC3C=C(OC)C(OC)=C(OC)C=3)N=2)=CC=1.C([O:35][C:36]([CH2:38][C:39]1[CH:44]=[CH:43][C:42]([NH:45][C:46]2[CH:51]=[CH:50][N:49]=[C:48]([NH:52][C:53]3[CH:58]=[C:57]([O:59][CH3:60])[C:56]([O:61][CH3:62])=[C:55]([O:63][CH3:64])[CH:54]=3)[N:47]=2)=[CH:41][CH:40]=1)=O)C1C=CC=CC=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[OH:35][CH2:36][CH2:38][C:39]1[CH:44]=[CH:43][C:42]([NH:45][C:46]2[CH:51]=[CH:50][N:49]=[C:48]([NH:52][C:53]3[CH:54]=[C:55]([O:63][CH3:64])[C:56]([O:61][CH3:62])=[C:57]([O:59][CH3:60])[CH:58]=3)[N:47]=2)=[CH:41][CH:40]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 21226445Aluminium lithium hydrideHCID 21995297HCID 21995297, compoundHCID 21995324n4-(4-Benzyloxycarbonylmethylphenyl)-n2-(3,4,5-trimethoxyphenyl)-2,4-pyrimidinediamine

Product 1

HCID 21995277HCID 21995277, compound

Procedure

In a manner analogous to the preparation of the compound of Example 62 (267 mg, 0.5 mmol) from the compound of Example 106 and LiAlH4 (40 mg, 1.1 mmol) to give the title compound (108 mg) as a light pink solid m.p. 172°. MS m/z 397 (M+H)+.

Sources & evidence

ORD record
ord-8065b9322de04447ba2269e3b2dd1871
Source dataset
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06235746B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes