Dibenz(b,f)azepine → 9-[(2,4-Diaminothieno[2,3-d]pyrimidin-5-yl)methyl]dibenz[b,f]azepine

HRID 1827725Notes

Reaction equation

HRID 1827725 reaction equation
NC1N=C(N)C2C(CN(C3C=CC=CC=3)C3C=CC=CC=3)=CSC=2N=1.[NH2:26][C:27]1[N:28]=[C:29]([NH2:37])[C:30]2[C:35]([CH3:36])=[CH:34][S:33][C:31]=2[N:32]=1.[CH:38]1[C:48]2[CH:47]=[CH:46][C:45]3[CH:49]=[CH:50][CH:51]=[CH:52][C:44]=3[NH:43][C:42]=2[CH:41]=[CH:40][CH:39]=1>>[NH2:26][C:27]1[N:28]=[C:29]([NH2:37])[C:30]2[C:35]([CH2:36][C:49]3[C:45]4[CH:46]=[CH:47][C:48]5[CH:38]=[CH:39][CH:40]=[CH:41][C:42]=5[NH:43][C:44]=4[CH:52]=[CH:51][CH:50]=3)=[CH:34][S:33][C:31]=2[N:32]=1

Participants

4

Reactant 3

HCID 9212Dibenz(b,f)azepineHCID 9906281n-[(2,4-Diaminothieno[2,3-d]pyrimidin-5-yl)methyl]-n,n-diphenylamineHCID 12659534Thieno[2,3-d]pyrimidine-2,4-diamine, 5-methyl-

Product 1

HCID 220629999-[(2,4-Diaminothieno[2,3-d]pyrimidin-5-yl)methyl]dibenz[b,f]azepine

Procedure

9-[(2,4-Diaminothieno[2,3-d]pyrimidin-5-yl)methyl]dibenz[b,f]azepine (Formula I: Ar=2,4-diaminothieno[2,3-d]pyrimidin-5-yl; W=CH2; X=N; Z=CH═CH; m=n=0) is prepared similarly to N-[(2,4-diaminothieno[2,3-d]pyrimidin-5-yl)methyl]-N,N-diphenylamine as disclosed above by using 2,4-diamino-5-methylthieno[2,3-d]pyrimidine (1.3 g, 7.4 mmol) in Step 1 and dibenz[b,f]azepine (154 mg, 0.8 mmol) in Step 3. The final product and its intermediates can be purified by chromatography.

Workup

  1. customThe final product and its intermediates can be purified by chromatography

Sources & evidence

ORD record
ord-a5ceaacddc34493ba4a9aef8ad7a62ec
Source dataset
uspto-grants-2006_06
Patent number
US07056911B1

Reaction notes

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